Sodium borohydride → HCID 20138294, compound

HRID 1253041Notes

Reaction equation

HRID 1253041 reaction equation
[BH4-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([S:10][CH2:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])=[CH:6][CH:5]=1>CO>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([S:10][CH2:11][CH:12]([OH:17])[C:13]([CH3:15])([CH3:14])[CH3:16])=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 14922885HCID 14922885, compound

Product 1

HCID 20138294HCID 20138294, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 0.4 g quantity of sodium borohydride was added in small portions to a solution of 2.43 g of 1-(p-chlorophenylthio)-3,3-dimethyl-2-butanone in 50 ml of methanol at a temperature of up to 10° C. with stirring. After the completion of addition, the mixture was stirred at room temperature for 30 minutes and then distilled in a vacuum to remove the methanol. The residue was subjected to extraction with ether. The extract was washed with water, then dried over anhydrous magnesium sulfate and distilled to remove the solvent, affording 2.4 g of the above-identified desired compound in the form of a colorless oil.

Workup

  1. additionAfter the completion of addition
  2. stirringthe mixture was stirred at room temperature for 30 minutes
  3. distillationdistilled in a vacuum
  4. customto remove the methanol
  5. extractionThe residue was subjected to extraction with ether
  6. washThe extract was washed with water
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationdistilled
  9. customto remove the solvent

Sources & evidence

ORD record
ord-edfc11a154ae4a3299e1265cb9c2153b
Source dataset
uspto-grants-1988_05
Patent number
US04746673

Reaction notes

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