(2-BROMO-6-FLUOROPHENYL)METHANOL Chemical Properties

Melting point:

40-60°

Boiling point:

256.7±25.0 °C(Predicted)

Density 

1.658±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

13.47±0.10(Predicted)

form 

solid

color 

White

InChI

InChI=1S/C7H6BrFO/c8-6-2-1-3-7(9)5(6)4-10/h1-3,10H,4H2

InChIKey

HHGJENWYHVFPSA-UHFFFAOYSA-N

SMILES

C1(CO)=C(F)C=CC=C1Br

Safety Information

HS Code 

2906290090

(2-BROMO-6-FLUOROPHENYL)METHANOL Usage And Synthesis

Uses

2-Bromo-6-fluorobenzyl alcohol is an important pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of 2-fluoro-6-bromobenzenemethanol from 2-bromo-6-fluorobenzaldehyde: Sodium borohydride (284 g, 7.93 mol) was added batchwise to a solution of 2-bromo-6-fluorobenzaldehyde (1.60 kg, 7.91 mol) in methanol (14 L) at 0 °C, with a controlled rate of addition to regulate exothermic and gas production. After 15 minutes of reaction, the reaction was quenched with water (500 mL) and the reaction mixture was subsequently concentrated to give a yellow oil. The oil was dissolved in ethyl acetate (6L) and washed with (3L) water. The aqueous layer was back-extracted with ethyl acetate (1L). The organic phases were combined, washed with brine (2L), dried over anhydrous sodium sulfate, filtered and concentrated to give 2-fluoro-6-bromobenzenemethanol as an orange oil (1614 g, 100%). The product was characterized by 1H NMR (CDCl3): δ 7.40 (d, 1H), 7.18 (m, 1H), 7.07 (t, 1H), 4.86 (s, 2H).

References

[1] Patent: US2009/163472, 2009, A1. Location in patent: Page/Page column 18
[2] Patent: US2011/65727, 2011, A1. Location in patent: Page/Page column 16
[3] Patent: US2011/65699, 2011, A1. Location in patent: Page/Page column 14
[4] Advanced Synthesis and Catalysis, 2014, vol. 356, # 16, p. 3415 - 3421

(2-BROMO-6-FLUOROPHENYL)METHANOL(261723-33-5)Related Product Information

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