Category: 13633-25-5

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. 13633-25-5, name is 1-Bromo-4-phenylbutane, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Bromo-4-phenylbutane

To a stirred solution of tert-Butylprop-2-yn-1-ylcarbamate (300 mg, 1.93 mmol, 1 eq.) in dry DMF (1.93 mL) under nitrogen at 0C, was added NaH (93 mg, 60% in oil, 2.32 mmol, 1.2 eq.) in small portions. After stirring for 15min, (4-bromobutyl)benzene (410 muL, 2.34 mmol, 1.2 eq.) was added dropwise followed by KI(32 mg, 0.19 mmol, 0.1 eq.) and the reaction was warmed up to room temperature for 15 h.After completion of the reaction, water and brine were added and the aqueous layer wasextracted with Et2O (three times). Then, the combined organic layers were dried over MgSO4,filtered and concentrated under vacuum. The crude residue was purified by flash columnchromatography on silica gel (cyclohexane/DCM: 50/50) to afford 1h (446 mg, 1.54 mmol, 80%)as a colorless oil. 1H NMR (300 MHz, CDCl3): delta 7.31-7.24 (m, 2H), 7.21-7.14 (m, 3H), 4.01 (br. s,2H), 3.33 (t, J = 6.6 Hz, 2H), 2.64 (t, J = 7.1 Hz, 2H), 2.16 (t, J = 2.4 Hz, 1H), 1.67-1.56 (m, 4H),1.45 (s, 9H); 13C NMR (100 MHz, CDCl3): delta 155.2 (br. s), 142.4 (br. s), 128.5 (2C), 128.4 (2C),125.8, 80.2, 80.0 (br. s), 71.4 (br. s), 46.4, 36.4 and 36.0 (br. S, rot.), 35.6, 28.6 (br. s), 28.5 (3C),27.6 (br. s).

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 13633-25-5.

Reference:
Article; Guissart, Celine; Dolbois, Aymeric; Tresse, Cedric; Saint-Auret, Sarah; Evano, Gwilherm; Blanchard, Nicolas; Synlett; vol. 27; 18; (2016); p. 2575 – 2580;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 13633-25-5, These common heterocyclic compound, 13633-25-5, name is 1-Bromo-4-phenylbutane, its 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.

General procedure: A solution of ethyl-2-(diethoxyphosphoryl) acetate 5 in DMF(25 mL/mol) was stirred at 0 C. The base was added and the solutionwas continued to stir for 20 min before the alkyl halide wasadded drop wise. The reaction mixture was allowed to warm toroom temperature and then heated at 60 C for 18 h. After coolingthe reaction mixture was acidified with 10% citric acid andextracted with diethyl ether (3 x 30 mL). The combined organicphases were washed with H2O (3 x 30 mL), brine (1 30 mL) anddried over Na2SO4. The product 6a-c was purified with columnchromatography using 2:1 diethyl ether/pentane as eluent.

Statistics shows that 1-Bromo-4-phenylbutane is playing an increasingly important role. we look forward to future research findings about 13633-25-5.

Reference:
Article; Skagseth, Susann; Akhter, Sundus; Paulsen, Marianne H.; Muhammad, Zeeshan; Lauksund, Silje; Samuelsen, Ørjan; Leiros, Hanna-Kirsti S.; Bayer, Annette; European Journal of Medicinal Chemistry; vol. 135; (2017); p. 159 – 173;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 13633-25-5, 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. 13633-25-5, name is 1-Bromo-4-phenylbutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 8d hydrochloride (0.15 g, 0.53 mmol), N-ethyldiisopropylamine(0.34 g, 2.7 mmol) and sodium hydride (0.07 g,1.8 mmol) in DMF (5 mL) was stirred for 0.5 h at rt. To the mixturewas added 4-phenylbutylbromide (0.50 g, 2.35 mmol) in an icebath,and the mixture was stirred for 2 h at 120 C. The mixturewas partitioned between ethyl acetate and water, and the aqueouslayer was extracted with ethyl acetate. The combined organic layerwas washed with brine, dried (Na2SO4) and concentrated in vacuo.The residue was purified by column chromatography on basic silicagel (n-hexane/EtOAc = 15/1-10/1) to produce pale brown oils, to asolution of which in ether (5 mL) was added 4 N HCl/EtOAc(0.15 mL, 0.6 mmol) dropwise in an ice-bath, and the precipitatewas filtered off to obtain 3g (0.15 g, 66%) as pale brown crystals.1H NMR (DMSO-d6) d 1.40-2.73 (14H, m), 2.80-3.40 (6H, m),3.87 (3H, s), 6.99-7.03 (2H, m), 7.16-7.32 (5H, m), 7.97 (1H, d,J = 8.4 Hz), 9.45 (1H, brs); Anal. Calcd for C25H32NO2ClHCl0.5H2O:C, 70.99; H, 7.86; N, 3.31. Found: C, 71.75; H, 8.26; N, 3.32; LC/MS(ESI) m/z 378 (M+H)+.

The synthetic route of 1-Bromo-4-phenylbutane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Imaeda, Toshihiro; Ono, Koji; Nakai, Kazuo; Hori, Yasunobu; Matsukawa, Jun; Takagi, Terufumi; Fujioka, Yasushi; Tarui, Naoki; Kondo, Mitsuyo; Imanishi, Akio; Inatomi, Nobuhiro; Kajino, Masahiro; Itoh, Fumio; Nishida, Haruyuki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3719 – 3735;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 13633-25-5,Some common heterocyclic compound, 13633-25-5, name is 1-Bromo-4-phenylbutane, molecular formula is C10H13Br, 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.

b) 8-(4-phenylbutyl)-1,4-dioxaspiro[4,5]decane-8-carboxylic acid ethyl ester A 2.5 M solution of n-butyl lithium (2.5 g, 15.7 mL, 39.2 mmol) was slowly added in drops to a solution of diisopropylamine (3.96 g, 5.50 mL, 39.2 mmol) in absolute tetrahydrofuran (50 mL) at -78 C. in argon. 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)pyrimidone (DMPU, 10.0 g, 9.42 mL, 78.2 mmol) and a solution of the title compound of the previous step (8.40 g, 39.2 mmol) in absolute tetrahydrofuran (30 mL) were added in drops one after the other to this mixture. The reaction solution was further stirred for 2 h at this temperature before a solution of 1-bromo-4-phenylbutane (10.0 g, 47.0 mmol) in absolute tetrahydrofuran (50 mL) was added in drops. The resulting solution was stirred overnight at room temperature. Saturated ammonium chloride solution (50 mL) was then added and extracted with ether (2*50 mL). The combined organic phases were washed with saturated sodium chloride solution (50 mL), dried with sodium sulphate and concentrated to low volume in a vacuum. The raw product (17.7 g) was purified by means of flash chromatography (400 g, 20*7.5 cm) with cyclohexane/ethyl acetate (9:1). Yield: 10.3 g (76%), colourless oil 1H-NMR (DMSO-d6): 1.12 (t, 3H, J=7.1 Hz); 1.39-1.62 (m, 12H); 1.91-2.03 (m, 2H); 2.54 (t, 2H, J=7.4 Hz); 3.82 (s, 4H); 4.05 (q, 2H, J=7.1 Hz); 7.12-7.17 (m, 3H); 7.22-7.28 (m, 2H).

The synthetic route of 13633-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Grunenthal GMBH; US2009/247530; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 13633-25-5, A common heterocyclic compound, 13633-25-5, name is 1-Bromo-4-phenylbutane, molecular formula is C10H13Br, its 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.

3) 0.24 g (10 mmol) of sodium hydride and 15 ml of N, N-dimethylformamide were added to a 50 ml round bottom flask at room temperatureStir for 10 minutes,Then, 2.5 g (10 mmol) of compound 2 and 10 mmol of 1-bromo-4-phenylbutane were added and subjected to thin layer chromatography to the end of the reaction. The reaction solution was then poured into 500 ml of ice water, extracted three times with 100 ml of ethyl acetate,The organic phase was combined and the solvent was evaporated to dryness. The resulting residue was purified by silica gel column chromatography (V dichloromethane: V methanol = 100: 1) to give Compound 3 (3.1 g, yield 82%).

The synthetic route of 13633-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangxi Normal University; Chen Zhenfeng; Liang Hong; Liu Yancheng; Lu Xing; Li Liangping; (13 pag.)CN106478690; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 13633-25-5, The chemical industry reduces the impact on the environment during synthesis 13633-25-5, name is 1-Bromo-4-phenylbutane, I believe this compound will play a more active role in future production and life.

General procedure: A mixture of the amine 9, alkyl bromide (1.2 equiv) and NaHCO3 (2 equiv) in DMF (20mL) was heated at 50C for 20h. After cooling to room temperature, the reaction mixture was poured into ice- H2O, and the product was extracted with Et2O. The ethereal extracts were washed with saturated NH4Cl solution, dried over Na2SO4, and the solvent was removed in vacuo to afford an oil. The crude oil was subjected to flash chromatography on silica gel using 75% EtOAc in hexanes as the eluent to give the 10-12 as solids.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Bromo-4-phenylbutane, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Iyer, Malliga R.; Rothman, Richard B.; Dersch, Christina M.; Jacobson, Arthur E.; Rice, Kenner C.; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 531 – 539;,
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 13633-25-5 as follows. Recommanded Product: 1-Bromo-4-phenylbutane

General procedure: To a solution of 4a-4e (0.1 mmol) in dry DCM (5 mL) was addedDIPEA (0.17 mmol) in a Schlenk tube. The tube was screwed down,stirred and heated at 75 C for 10 min, and the reaction mixturewas cooled to room temperature and benzyl bromide (1.7 mmol)was added to the solution. The reaction mixture was stirred andheated at 75 C for 48 h. After cooling the mixture, silica gel wasadded to the crude mixture, the solvent was evaporated underreduced pressure and the residue was purified by flash chromatography with a mixture of hexanes/EtOAc/TEA (95:5:1).

According to the analysis of related databases, 13633-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Djigoue, Guy Bertrand; Kenmogne, Lucie Carolle; Roy, Jenny; Maltais, Rene; Poirier, Donald; Bioorganic and Medicinal Chemistry; vol. 23; 17; (2015); p. 5433 – 5451;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 13633-25-5, 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. 13633-25-5, name is 1-Bromo-4-phenylbutane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

17C Methyl 1-(4-phenylbutyl)-3-formylindole-5-carboxylate A solution of methyl 3-formylindole-5-carboxylate (2.234 g, 11.0 mmol) and potassium tert-butoxide (1.259 g, 11.2 mmol) in dry N,N-dimethylformamide (50 ml) was added with 1-bromo-4-phenylbutane (2.385 g, 11.2 mmol) and left under stirring at room temperature for 18 h. After that the solvent was evaporated off under reduced pressure, the resulting residue was partitioned between a NaCl saturated solution (50 ml) and chloroform (50 ml) and the aqueous phase was extracted with chloroform (3*50 ml). After drying and evaporating off the solvent under reduced pressure, a crude was obtained which was purified by chromatography through a silica gel column, eluding with n-hexane:ethyl acetate, 70:30, thereby obtaining 2.847 g of the title compound (87% yield). 1 H N.M.R. (300 MHz, CDCl3) delta ppm: 1.66 (m, 2H); 1.91 (m, 2H); 2.64 (t, 2H); 3.93 (s, 3H); 4.16 (t, 2H); 7.11 (d, 2H); 7.19 (m, 1H); 7.25 (d, 2H); 7.33 (d, 1H); 7.70 (s, 1H); 8.01 (dd, 1H); 8.99 (s, 1H); 9.98 (s, 1H).

The synthetic route of 1-Bromo-4-phenylbutane has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Laboratorios Menarini S.A.; US5990142; (1999); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 13633-25-5,Some common heterocyclic compound, 13633-25-5, name is 1-Bromo-4-phenylbutane, molecular formula is C10H13Br, 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.

lambda/-{2-r(3-phenylbutoxyphenylVphenyl- aminolethvDacetamide (5i): A mixture of lambda/-(3-hydroxyphenyl)aniline (2.7 mmol) and 1-bromo-4-phenylbutane (2.02 mmol) was refluxed for 5 h in a 10% ethanol solution of KOH. The reaction mixture was cooled to room temperature, poured into water and extracted three times with EtOAc. The combined organic phases were washed with brine, dried (Na2SO4) and evaporated under reduced pressure to provide a residue which was purified by flash chromatography (silica gel; cyclohexane/EtOAc, 8:2 as eluent). Yield lambda/-(3-phenylbutoxyphenyl)-aniline (3i): 86%; oil; EI-MS 317 (M+), 91 (100); 1H-NMR (CDCI3): delta 1.83 (m, 4H), 2.68 (m, 2H), 3.96 (m, 2H), 5.75 (br, 1 H), 6.46-7.38 (m, 14H).

The synthetic route of 13633-25-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MCGILL UNIVERSITY; UNIVERSITA DEGLI STUDI DI PARMA; UNIVERSITA DEGLI STUDI DI MILANO; UNIVERSITA DEGLI STUDI DI URBINO; WO2007/79593; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 13633-25-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 13633-25-5 name is 1-Bromo-4-phenylbutane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step 1. In a 250 ml three-necked flask, 1 g of a catalyst P-W2CNC, 1-bromo-4-phenylbutane 8.0 g, DMF 50 ml, and mechanical stirring were sequentially added.Put 1.8 g of methylparaben, K2CO 33.6 g, and heat to 115 C.Reaction 11h;Step 2: After the reaction is cooled to room temperature, the K2CO3 solid is removed by suction filtration.Add 50 ml of water to the filtrate, turbid, stir for 10 min, add about 3 mol / L of HCl solution to adjust pH = 2;Step 3. Extract the above system with dichloromethane, wash with ionized water,The solvent dichloromethane was removed by rotary evaporation to give an orange liquid;Step 4, the orange liquid is placed in a single-mouth bottle, 3.0 g of NaOH, 50 ml of water and 40 ml of ethanol are added, and the mixture is refluxed for 3 hours in an oil bath, and the ethanol is distilled off.The residue was adjusted to pH=2 with 3 mol/L of HCl;Step 5, after extracting the above system with dichloromethane, the organic phase is steamed.A sticky yellow solid was obtained, and after adding an appropriate amount of isopropanol, the mixture was stirred, solid crystallized, and suction filtered to give white crystals of 4-(4-phenylbutoxy)benzoic acid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-phenylbutane, and friends who are interested can also refer to it.

Reference:
Patent; Yang Cheng Feiyang; Yang Chengfeiyang; Chen Huaqi; (7 pag.)CN108689843; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary