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ChemicalBook CAS DataBase List 2-CHLORO-5-NITROBENZYL ALCOHOL
80866-80-4

2-CHLORO-5-NITROBENZYL ALCOHOL synthesis

3synthesis methods
-

Yield: 100%

Reaction Conditions:

with methanol;sodium tetrahydroborate in tetrahydrofuran at 20; for 1 h;Cooling with ice;

Steps:

1 (2-Chloro-5-nitrophenyl)methanol
(2-Chloro-5-nitrophenyl)methanol
To a solution of 2-chloro-5-nitrobenzaldehyde (20 g, 108 mmol) in MeOH:THF (10:1, 220 mL) cooling with an ice-water bath, sodium borohydride (8.0 g, 216 mmol) was added in portions.
After completion of addition, the resulting reaction mixture was stirred at room temperature for 1 hour.
The solvents were removed by roto-vap and the residue was carefully mixed with water (150 mL).
The aqueous mixture was extracted with EA (200 mL*2).
The combined extracts were washed with brine (100 mL*2), dried over NaSO4, and concentrated to provide the title compound (20.2 g, yield 100%) as a white solid, which was directly used in the next reaction.
2-(Bromomethyl)-1-chloro-4-nitrobenzene

References:

Polaris Pharmaceuticals;WEBBER, Stephen E.;TAO, Xueliang;BRIN, Elena US2017/369489, 2017, A1 Location in patent:Paragraph 0263; 0264

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