Category: 25017-13-4

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 25017-13-4 as follows. Application In Synthesis of 1-(2-Bromoethyl)-3-fluorobenzene

Example 5 3-Fluorophenethyl Cyanide (24) 3-Fluorophenethyl bromide (23, 1.00 g, 12.3 mmol) was diluted in dry DMF (25 mL). Sodium cyanide (1.06 g, 61.6 mmol) was added in one portion, and the mixture was heated to 60 C. under argon for 16 h. The mixture was cooled and concentrated, and the residue was partitioned between EtOAc and H2O (50 mL each). The layers were separated, and the aqueous phase was extracted with EtOAc (2×20 mL). The organic layers were washed with H2O and sat. aq. NaCl (50 mL each), dried over anhydrous sodium sulfate, and concentrated. The resulting oil was purified by flash column chromatography (SiO2), eluting with a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to yield the desired product as a colorless oil (0.638 g, 87%). 1H-NMR (500 MHz; CDCl3): delta 7.31 (td, J=7.9, 6.0 Hz, 1H), 7.03-6.93 (m, 3H), 2.96 (t, J=7.4 Hz, 2H), 2.63 (t, J=7.4 Hz, 2H)

According to the analysis of related databases, 25017-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Silverman, Richard B.; Cinelli, Maris A.; US2015/210644; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 25017-13-4, A common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, molecular formula is C8H8BrF, 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.

To 2-(9-oxa-3,7-diaza-bicyclo[3.3.1]non-3-yl)-ethanesulfonic acid 4-cyano- benzylamide dihydrochloride (0.127 g, 0.30 mmol; prep P above), 1-(2- bromo-ethyl) -3-fluoro-benzene (0.064 g, 0.315 mmol) and potassium carbonate (0.145 g, 1.05 mmol) was added acetonitrile (4 mL) and water (0.1 mL). The mixture was stirred for 20 minutes before it was heated by microwave irradiation (10 minutes, 160C) and was then filtered and evaporated. The crude product was purified by chromatography on silica gel using methanol saturated with ammonia in dichloromethane as eluent, which afforded 43 mg (30.3%) of the title compound. ¹3C NMR (125.7 MHz, CDCl3) 8 163.90,161.94, 144.35,141.66, 132.65, 130.03,129.96, 128.11,123.86, 118.70,115.12, 114.95,113.51, 113.34, 111.76, 68.34, 60.85, 56.85, 56.41, 54.40, 47.82, 47.47, 31.35

The synthetic route of 25017-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/123748; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, 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. SDS of cas: 25017-13-4

3-Fluorophenethyl Cyanide (24). 3-Fluorophenethyl bromide (23, 1.00 g, 12.3 mmol) was diluted in dry DMF (25 mL). Sodium cyanide (1.06 g, 61.6 mmol) was added in one portion, and the mixture was heated to 60 C. under argon for 16 h. The mixture was cooled and concentrated, and the residue was partitioned between EtOAc and H2O (50 mL each). The layers were separated, and the aqueous phase was extracted with EtOAc (2¡Á20 mL). The organic layers were washed with H2O and sat. aq. NaCl (50 mL each), dried over anhydrous sodium sulfate, and concentrated. The resulting oil was purified by flash column chromatography (SiO2), eluting with a gradient of 5% EtOAc in hexanes to 30% EtOAc in hexanes to yield the desired product as a colorless oil (0.638 g, 87%). 1H-NMR (500 MHz; CDCl3): delta 7.31 (td, J=7.9, 6.0 Hz, 1 H), 7.03-6.93 (m, 3 H), 2.96 (t, J=7.4 Hz, 2 H), 2.63 (t, J=7.4 Hz, 2 H).

The synthetic route of 1-(2-Bromoethyl)-3-fluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northwestern University; Silverman, Richard B.; Cinelli, Maris A.; US9212144; (2015); B2;,
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 25017-13-4 as follows. Formula: C8H8BrF

General procedure: A test tube equipped with a stir bar was charged with (S)-tert-butyl piperidin-3-ylcarbamate (205 mg, 1.02 mmol) and potassium carbonate (281 mg, 2.03 mmol). 1-(2-Bromoethyl)-2-fluorobenzene (170 muL, 1.22 mmol) and acetonitrile (3.0 mL) were added, and the mixture was heated in an 80 C oil bath. After heating overnight (~18 h), the reaction was partitioned between EtOAc and H2O, and the aqueous layer was extracted with EtOAc. The combined organics were concentrated under reduced pressure. The crude material was purified by silica gel chromatography (Rf in 60:40 hexanes:EtOAc = 0.24) to give the product as a colorless, viscous oil that slowly crystallized on standing (238 mg, 72%).

According to the analysis of related databases, 25017-13-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Hennessy, Edward J.; Saeh, Jamal C.; Sha, Li; MacIntyre, Terry; Wang, Haiyun; Larsen, Nicholas A.; Aquila, Brian M.; Ferguson, Andrew D.; Laing, Naomi M.; Omer, Charles A.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1690 – 1694;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, molecular formula is C8H8BrF, 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. 25017-13-4

Example 37; 2-[2-(3-Fluorophenyl)ethyl]-5-phenyl-4-[(4-phenylbutyl)amino]isothiazol-3(2H)-one 1,1- dioxide 2-?ert-Butyl-5-phenyl-4-[(4-phenylbutyl)amino]isothiazol-3(2H)-one 1,1-dioxide (Example 1) (0.150g, 0.36mmol) was dissolved in TFA (3 ml) and heated in a microwave reactor at 1200C for 20 mins. The solvent was evaporated and the crude product was reevaporated from DCM (2×5 ml). The crude product, potassium carbonate (0.251g, 1.82mmol) and 3- fluorophenethylbromide (0.22 Ig, 1.09mmol) was dissolved in dry MeCN (3 ml) and heated at in a microwave reactor 1400C for 10 mins. The reaction mixture was purified by silica gel column chromatography using a 85: 15 mixture of heptane and EtOAc as eluant, to give the title compound (0.113g, 65%). 1H NMR (500 MHz, CDCl3): delta 7.55-7.41 (m, 5H), 7.34-7.25 (m, 3H), 7.23-7.17 (m, IH), 7.14-7.01 (m, 4H), 7.00-6.93 (m, IH), 5.28-5.19 (m, IH), 3.98- 3.90 (m, 2H), 3.18-3.10 (m, 2H), 2.91-2.83 (m, 2H), 2.50-2.43 (m, 2H), 1.44-1.36 (m, 4H); EPO 13C NMR (125 MHz, CDCl3): delta 164.1, 162.2, 159.1, 141.7, 140.3, 140.2, 135.6, 131.8, 130.4, 130.3, 130.0, 128.9, 128.6, 128.5, 126.2, 125.0, 124.8, 116.2, 116.0, 114.1, 113.9, 107.0, 44.2, 41.1, 35.4, 34.4, 29.2, 28.3; Mass Spectrum: M-H+ 479.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethyl)-3-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2006/73366; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary