Sodium borohydride → HCID 53999561, compound

HRID 1164079Notes

Reaction equation

HRID 1164079 reaction equation
[BH4-].[Na+].[CH3:3][O:4][C:5]1[C:12]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=[O:8]>CO>[CH3:3][O:4][C:5]1[C:12]([S:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[Cl:20])=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][OH:8]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 205134222-Methoxy-3-(2-chlorophenylthio)benzaldehyde

Product 1

HCID 53999561HCID 53999561, compoundYield 98.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (550 mg) was added in 10 minutes to a solution of 2-methoxy-3-(2-chlorophenylthio)benzaldehyde (9.1 g) in methanol (50 ml) with stirring at temperature below 15° C. After stirring the mixture at room temperature for 30 minutes, methanol was distilled off under reduced pressure. The residue was dissolved in water, acidified with conc. hydrochloric acid and extracted with diethyl ether. The extract was washed with water, dried and then evaporated under reduced pressure to give oily 2-methoxy-3-(2-chlorophenylthio)benzyl alcohol (9 g).

Workup

  1. stirringAfter stirring the mixture at room temperature for 30 minutes
  2. distillationmethanol was distilled off under reduced pressure
  3. dissolutionThe residue was dissolved in water
  4. extractionextracted with diethyl ether
  5. washThe extract was washed with water
  6. customdried
  7. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-4d451cb6606349dd99d0f09b16384c7b
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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