Category: 4117-09-3

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4117-09-3, name is 7-Bromo-1-heptene, A new synthetic method of this compound is introduced below., COA of Formula: C7H13Br

9-Hept-6-enyloxy-5-hydroxymethyl-2-isopropyl-l-methyl-l,4,5,6-tetrahydro- 2H-benzo[e][l,4]diazoein-3-one (3): 7-Bromo-l-heptene (44 muL, 0.29 mmol), KI (72 mg, 0.43 mmol), and K2CO3 (80 mg, 0.58 mmol) were added to a solution of compound 2 (40 mg, 0.14 mmol) in anhydrous N,iV-dimethylformamide (DMF; 2 mL), and then heated at 8O0C for 8 h. The mixture was cooled and extracted with EtOAc (50 mL), washed with H2O (30 mL) and brine (30 mL), dried over anhydrous Na2Stheta4 (sodium sulfate), concentrated, and purified by column chromatography to afford compound 3 (17 mg, 31%); [af£ -221.23 (c=0.09 in MeOH); 1H NMR (400 MHz, CDCl3): delta=6.93 (brs, 1 H), 6.92 (d, /=8.0 Hz, 1 H), 6.52 (d, /=4.0 Hz, 1 H), 6.41 (dd, /=4.0, 8.0 Hz, 1 H), 5.87-5.77 (m, 1 H), 5.03-4.94 (m, 2 H), 3.93- 3.89 (m, 3 H), 3.72-3.66 (m, 2 H), 3.50-3.48 (m, 2 H), 3.03 (dd, /=8.0, 16.0 Hz, 1 H), 2.77 (s, 3 H), 2.77-2.69 (m, 1 H), 2.45-2.37 (m, 1 H), 2.09-2.08 (m, 2 H), 1.79- 1.76 (m, 2 H), 1.47- 1.46 (m, 4 H), 1.05 (d, /=8.0 Hz, 3H), 0.87 ppm (d, /=8.0 Hz, 3H); 13C NMR (100 MHz, CDCl3): delta =174.4, 159.0, 152.8, 139.0, 132.5, 123.2, 1 14.7, 106.8, 106.6, 70.0, 68.1, 66.1 , 54.8, 36.7, 35.3, 33.9, 29.4, 28.9, 28.5, 25.8, 20.7, 20.1 ppm; ESI-HRMS calculated for [C22H34N2O3+H]”: 375.2648, found: 375.2642; HPLC purity: 95.1 %.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE UNIVERSITY OF ILLINOIS; KOZIKOWSKI, Alan; CHEN, Yihua; WO2010/17272; (2010); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4117-09-3, name is 7-Bromo-1-heptene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H13Br

Preparation of (S)-2-Cyclopentyloxycarbonylamino-9-(2-{[(lR,2S)-l-({(2S,4R)-4-[2-(2- isopropyl-amino-thiazol-4-yl)-7-methoxy-quinoIin-4-yloxy]-pyrrolidine-2-carbonyI}- amino)-2-vinyl-cycIopropane-carbonyl]-sulfamoyI}-phenyIamino)-nonanoic acid; Step 1; (2S,5R)-3,6-Diethoxy-2-hept-6-enyl-5-isopropyI-2,5-dihydro-pyrazine; A solution of 26.2 g (123 mmol) of (R)-3,6-Diethoxy-2-isopropyl-2,5-dihydro-pyrazine in 450 ml of abs. THF under argon is cooled to -75C and 77 mL (123 mmol) n-BuLi (1.6 M in Toluene) is added within 45 min while the temperature is maintained below -700C. A solution of 15 g (85 mmol) of 7-bromo-l-heptene in 80 ml of THF abs is added at -70C. The reaction mixture is stirred for 3h at -70C, for 17h at -4C and for 3h at RT. Ice-cold saturated NH4Cl (70 ml) and H2O (500 ml) are added and the resulting mixture is extracted with EtOAc (500 ml). The organic layer is washed with H2O. The combined aqueous phases are extracted with EtOAc (500 ml). The combined organic phases are dried over Na2SO4, concentrated in vacuo and the residue purified by FC on silica gel. (eluent: Hexane/EtOAc 30: 1) to give the title compound as a yellow oil. TLC, Rf (Hexane/ EtOAc 30:1) = 0.46 MS (method D): 309 [M+H]

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4117-09-3.

Reference:
Patent; NOVARTIS AG; WO2008/101665; (2008); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 4117-09-3,Some common heterocyclic compound, 4117-09-3, name is 7-Bromo-1-heptene, molecular formula is C7H13Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a round-bottom flask, tetrabutylammonium iodide(0.02 eq.) and potassium phthalimide (2.0 eq.) were suspended in acetonitrile. 17 (1.0 eq.) was addeddropwise and the resulting mixture was heated up to 80C for exactly 24 hours. Once the mixturereached room temperature, it was diluted with diethyl ether and passed through a celite plug. Thefiltrate was concentrated in vacuo and the yellow residue was purified by column chromatography(hexane/ethyl acetate 95/5) giving the desired product as a white solid (83% yield).

The synthetic route of 4117-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Czescik, Joanna; Zamolo, Susanna; Darbre, Tamis; Mancin, Fabrizio; Scrimin, Paolo; Molecules; vol. 24; 15; (2019);,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4117-09-3 as follows. Recommanded Product: 4117-09-3

To a suspension of 6 (40 mg, 0.075 mmol) and K2CO3 (51.2 mg, 0.373 mmol) in DMF (1 mL) was added 7-bromohept-1-ene (39.6 mg, 0.224 mmol). The reaction was stirred at 40 C for 5 h. The reaction mixture was cooled to rt and purified by flash chromatography (silica gel; linear gradient 0-10% MeOH-CH2Cl2) to provide S4f (42 mg, 77%).

According to the analysis of related databases, 4117-09-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Donnell, Andrew F.; Zhang, Yong; Stang, Erik M.; Wei, Donna D.; Tebben, Andrew J.; Perez, Heidi L.; Schroeder, Gretchen M.; Pan, Chin; Rao, Chetana; Borzilleri, Robert M.; Vite, Gregory D.; Gangwar, Sanjeev; Bioorganic and Medicinal Chemistry Letters; vol. 27; 23; (2017); p. 5267 – 5271;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 4117-09-3, name is 7-Bromo-1-heptene, A new synthetic method of this compound is introduced below., Formula: C7H13Br

Magnesium chips (0.24 g, 10.1 mmol) were protected with argon.And add 5mL of dry THF to take 7-bromo-1-heptene(1.5 mL, 9.6 mmol) in a disposable syringe,First, a small amount of 7-bromo-1-heptene (about 10% by volume)Infused into the reaction solution,Then add a small amount of 1,2-dibromoethane (about 0.1mL) to initiate the reaction, and then slowly add the remaining 7-bromo-1-heptene (added in 5min)Into the reaction solution, after the addition is complete,Heated back to reflux for 30 min (about 60 C),A freshly prepared Grignard reagent of 7-bromo-1-heptene was obtained.The nitrone formula (3-1) (2 g, 4.8 mmol) was dissolved in 20 mL of dry THF, argon-protected and cooled to 0 C.The above-mentioned new Grignard reagent (5mL)Add dropwise to the reaction solution (added in 2 minutes)The reaction was stirred for 1 h. The reaction was quenched with saturated aq.Dry over anhydrous MgSO 4, filtered and evaporated.2.5 g of the crude product of the product hydroxyamine (4-1) was obtained.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Chinese Academy Of Sciences Chemical Institute; Yu Chuyi; Song Yingying; Jia Yuemei; Li Yixian; Jia Tengdun; (29 pag.)CN105085356; (2018); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 4117-09-3, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 4117-09-3, name is 7-Bromo-1-heptene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 1 Synthesis of Nonenoic Acid (Compound 19) Sodium ethoxide was added to a solution of diethylmalonate in ethanol. To this solution was added 1-bromo-hept-6-ene. The reaction mixture was concentrated and then treated with aqueous potassium hydroxide. The reaction mixture was acidified and then heated at 140 C. to ensure decarboxylation and give nonenoic acid (19).

The synthetic route of 7-Bromo-1-heptene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Achillion Pharmaceuticals Inc.; Phadke, Avinash; Hashimoto, Akihiro; US9006423; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 4117-09-3,Some common heterocyclic compound, 4117-09-3, name is 7-Bromo-1-heptene, molecular formula is C7H13Br, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

S-6-heptenyl thioacetate 3.4 g (19.2 mmol) of 6-heptenyl-1-bromide in 15 ml of dimethylformamide were mixed with 2.4 g (21 mmol) of potassium thioacetate and stirred at room temperature for 2 hours. The mixture was taken up in 50 ml of MTBE and washed with saturated NaCl solution. Drying over sodium sulfate was followed by concentration, and the residue was employed without purification in the next stage.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Bromo-1-heptene, its application will become more common.

Reference:
Patent; SANOFI-AVENTIS; US2009/149486; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 4117-09-3, name is 7-Bromo-1-heptene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4117-09-3, Safety of 7-Bromo-1-heptene

Typical procedure for the preparation of Grignard reagent: To a suspension of magnesium (0.13g, 5.32mmol) in anhydrous THF (1mL) was added dropwise 1-bromobutane (0.1g, 0.71mmol) at room temperature under an argon. After the reaction started, a THF solution of the remaining 1-bromobutane (0.57g, 4.19mmol/anhydrous THF 4mL) was dropwise into the reaction mixture at that temperature. After stirring for 50min, 0.8M of n-BuMgBr in THF was obtained. (The concentration was determined by the titration experiment.) (0038) Method A: To a suspension of CuCN (0.059g, 0.66mmol) in anhydrous THF (1mL) was added dropwise a THF solution of n-BuMgBr (0.8M, 0.83mL, 0.66mmol, prepared from n-BuBr and magnesium) at -78C under argon. After stirring for 5min, the mixture was warmed to -10C, and then stirred for 10min. The reaction mixture was again cooled to -40C, and to this mixture was added dropwise a solution of (E)-diethyl 2-fluoro-3-phenyl-2-propenylphosphate (0.086g, 0.3mmol) in anhydrous THF (2mL). After 15min, the reaction was quenched with an aqueous saturated NH4Cl solution and the whole was extracted with diethyl ether. The combined organic layers were dried over anhydrous Na2SO4, concentrated in vacuo. The residue was purified by silica gel column chromatography to give 2-fluoro-3-phenyl-1-heptene (13a) (quant., 19F NMR yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 7-Bromo-1-heptene, and friends who are interested can also refer to it.

Reference:
Article; Nihei, Takashi; Kubo, Yusuke; Ishihara, Takashi; Konno, Tsutomu; Journal of Fluorine Chemistry; vol. 167; (2014); p. 110 – 121;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4117-09-3 as follows. Computed Properties of C7H13Br

A clean, dry, 1 L 3-neck flask equipped with a stir bar and nitrogen inlet was charged with magnesium turnings (10.31 g, 0.4241 mol, 1.5 equiv.) and ?0.1 mg of iodine, and the flask was purged with nitrogen for 5 minutes. 750 mL of anhydrous THF [15 mL/g of 7-bromohept-1-ene (3)] was charged and stirring was initiated. 7-Bromohept-1-ene (3, 50.02 g, 0.2824 mol, 1.0 equiv.) was slowly added drop wise over 10-15 minutes under nitrogen. During this period, the pink color of iodine disappeared during initial stages, the reaction was found to be slightly exothermic, and the temperature of the contents was raised from an initial ambient (20-23 C.) to about 31 C. After the addition was complete, the resulting pale gray color solution was cooled to room temp (23 C.) and stirring was continued for an additional 2.5 h under nitrogen to form the Grignard reagent (7-hept-1-ene magnesium bromide). Into a separate 2 L dry three neck RB flask equipped with a mechanical stirrer, thermocouple and an addition funnel with nitrogen inlet, diethyl oxalate (4, 82.61 g 0.5642 mol, 2.0 equiv.) and 750 mL of anhydrous THF [15 mL/g of 7-bromo-1-pentene (3)] were charged under nitrogen. The mixture was cooled to below -20 C. temperature (Jacket temperature: -23 C.) with stirring. The Grignard reagent (7-hept-1-ene magnesium bromide), which was prepared as described above, was transferred using a cannula into a side-arm addition funnel set on top of the 2 L RB flask. The reagent was added drop wise slowly into diethyl oxalate-THF solution over 1 h 50 min, while maintaining the jacket temperature below -23 C. During the addition of the Grignard reagent, the reaction was found to be exothermic and the internal temperature was raised to maximum of -18 C. After the addition was complete, the mixture was warmed to -15 C., and the progress of the reaction was monitored by HPLC. After 3 h at -15 C., the reaction mixture was warmed to -10 C., quenched with 3N hydrochloric acid solution and the final pH was adjusted to 1.4-1.6 by drop wise addition. During the quench, the internal temperature rose to -6.7 C. due to an exotherm while, the jacket temperature was maintained at -12 C. The mixture was stirred for an additional 10 min and the pH was re-checked and confirmed to be approximately, 1.7-1.8. The mixture was warmed to 22 C., and the pH was again re-checked (pH=2.8) and re-adjusted to pH=1.2 with 3N hydrochloric acid solution. A total of 81 mL of 3N hydrochloric acid solution was used for quench and pH adjustment. Agitation was stopped and the layers allowed to settle. The organic phase was separated, and the bottom aqueous layer was back-extracted with dichloromethane (1*100 mL). The combined organic phases were concentrated on a rotary evaporator (Bath temperature: 45 C./Vacuum) to give the crude product as a yellow oil. The crude product was dissolved in 200 mL of dichloromethane (some solids/salts were present) and 200 mL water. The bottom aqueous phase was separated and back-extracted with dichloromethane (2*200 mL). The combined organic phases were dried over anhydrous magnesium sulfate (25 g), filtered and concentrated on a rotary evaporator (bath temperature: 45 C., under vacuum), to afford a pale yellow viscous as oil. The crude product was purified by flash chromatography in four equal portions, with each portion dissolved in about 25 mL of dichloromethane for loading onto a silica gel column and eluted using 5-10% ethyl acetate in hexanes. The selected fractions were combined and concentrated on a rotary evaporator (bath temperature: 45 C., under vacuum), and further dried under vacuum (<5 mm/Hg) at ambient temperature for 4 h to afford 36.49 g of ethyl 2-oxonon-8-enoate (5) in 65.2% yield as colorless oil. According to the analysis of related databases, 4117-09-3, the application of this compound in the production field has become more and more popular. Reference:
Patent; AbbVie Inc.; Abrahamson, Michael J.; Pruyne, Julie J.; Kielbus, Angelica B.; Lallaman, John E.; Reddy, Rajarathnam E.; Chemburkar, Sanjay R.; (29 pag.)US10059969; (2018); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

4117-09-3, name is 7-Bromo-1-heptene, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: 7-Bromo-1-heptene

(a) 1-Bromo-6,7-epoxyheptane STR24 37.3 g of 1-bromo-6-heptene were added dropwise with 40 minutes, with stirring and flushing with nitrogen, to 50.9 g of m-chloroperbenzoic acid (85% pure) in 300 ml of methylene chloride at room temperature. After standing overnight, the precipitate was filtered off with suction and the filtrate was washed with 10% strength Na2 S2 O4 solution, with saturated sodium bicarbonate solution and with water and (after drying) evaporated under reduced pressure. 42.2 g of crude 1-bromo-6,7-epoxyheptane were obtained.

The synthetic route of 4117-09-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US4616020; (1986); A;,
Bromide – Wikipedia,
bromide – Wiktionary