Sodium borohydride → HCID 20513426, compound

HRID 1164117Notes

Reaction equation

HRID 1164117 reaction equation
[BH4-].[Na+].[F:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[S:10][C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([C:17](=[O:19])[CH3:18])[C:12]=1[OH:20]>CO>[OH:20][C:12]1[C:11]([S:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[F:3])=[CH:16][CH:15]=[CH:14][C:13]=1[CH:17]([OH:19])[CH3:18]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 20513498HCID 20513498, compound

Product 1

HCID 20513426HCID 20513426, compoundYield 94.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
10 °C

Procedure

Sodium borohydride (320 mg) was added to a solution of 2-(2-fluorophenylthio)-6-acetylphenol (2.2 g) in methanol (50 ml) in 5 minutes at 10° C., and stirred at 10° C. for 10 minutes and at room temperature for 10 minutes. The reaction mixture was evaporated under reduced pressure. To the residue was added 10% hydrochloric acid, and the mixture was extracted with diethyl ether. The extract was washed with water, dried and then evaporated under reduced pressure to give oily 1-[2-hydroxy-3-(2-fluorophenylthio)phenyl]ethanol (2.1 g).

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. additionTo the residue was added 10% hydrochloric acid
  3. extractionthe mixture was extracted with diethyl ether
  4. washThe extract was washed with water
  5. customdried
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-f99359cf813f4dde921e77b8afb39d17
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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