Sodium borohydride → (3-(Trifluoromethyl)-4-(3-(trifluoromethyl)phenoxy)phenyl)methanol

HRID 705869Notes

Reaction equation

HRID 705869 reaction equation
[F:1][C:2]([F:23])([F:22])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=1)[CH:6]=[O:7].[BH4-].[Na+]>CO>[F:1][C:2]([F:22])([F:23])[C:3]1[CH:4]=[C:5]([CH2:6][OH:7])[CH:8]=[CH:9][C:10]=1[O:11][C:12]1[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:19])([F:20])[F:21])[CH:13]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 866662053-(Trifluoromethyl)-4-(3-(trifluoromethyl)phenoxy)benzaldehyde

Product 1

HCID 86666206(3-(Trifluoromethyl)-4-(3-(trifluoromethyl)phenoxy)phenyl)methanolYield 83%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(trifluoromethyl)-4-{[3-(trifluoromethyl)phenyl]oxy}benzaldehyde (400 mg, 1.197 mmol) in methanol (10 mL) was added sodium borohydride (47.5 mg, 1.257 mmol) at 0° C. The mixture was stirred at room temperature for 15 min. The result mixture was quenched by acetone, concentrated, and purified via flash chromatography to afford the title compound (350 mg, 0.989 mmol, 83% yield).

Workup

  1. customThe result mixture was quenched by acetone
  2. concentrationconcentrated
  3. custompurified via flash chromatography

Sources & evidence

ORD record
ord-46a669661bf14987a75d3f8a9c8f97ea
Source dataset
uspto-grants-2015_11
Patent number
US09174968B2

Reaction notes

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