(3-(Bromomethyl)phenyl)methanol

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(3-(Bromomethyl)phenyl)methanol Basic information
Uses
Product Name:(3-(Bromomethyl)phenyl)methanol
Synonyms:3-BROMO METHYLBENZYL ALCOHOL;3-(Bromomethyl)benzenemethanol;(3-(Bromomethyl)phenyl)methanol
CAS:82072-22-8
MF:C8H9BrO
MW:201.06
EINECS:
Product Categories:
Mol File:82072-22-8.mol
(3-(Bromomethyl)phenyl)methanol Structure
(3-(Bromomethyl)phenyl)methanol Chemical Properties
Boiling point 286.0±20.0 °C(Predicted)
density 1.514±0.06 g/cm3(Predicted)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
pka14.23±0.10(Predicted)
AppearanceLight yellow to yellow Powder
Safety Information
MSDS Information
(3-(Bromomethyl)phenyl)methanol Usage And Synthesis
Uses3-Bromomethylbenzyl alcohol can be used as a pharmaceutical synthesis intermediate.
Synthesis
Methyl 3-(bromomethyl)benzoate

1129-28-8

(3-(BROMOMETHYL)PHENYL)METHANOL

82072-22-8

Step A: To a stirred solution of methyl 3-bromomethylbenzoate (5 g, 21.8 mmol) in toluene (50 mL) was slowly added DABAL-H (43.6 mL, 43.6 mmol) under ice bath conditions. The reaction temperature was maintained at 0 °C with continuous stirring for 2 hours. Upon completion of the reaction, the reaction was quenched with 1N HCl solution and subsequently separated by extraction with ethyl acetate (EtOAc) and water. The organic layer was collected, dried with anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to give 3-bromomethylbenzyl alcohol (4.0 g, 19.9 mmol, 91% yield) as a colorless oil.

References[1] Organometallics, 2015, vol. 34, # 9, p. 1627 - 1634
[2] Patent: WO2015/142903, 2015, A2. Location in patent: Page/Page column 94
[3] Patent: WO2015/140133, 2015, A1. Location in patent: Page/Page column 106
[4] Patent: WO2017/68064, 2017, A1. Location in patent: Page/Page column 191; 192
[5] Patent: EP2816023, 2014, A1. Location in patent: Paragraph 0488
(3-(Bromomethyl)phenyl)methanol Preparation Products And Raw materials
Raw materialsMethyl 3-(bromomethyl)benzoate-->Diisobutylaluminium hydride-->Toluene
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