Sodium borohydride → HCID 54058846, compound

HRID 1739409Notes

Reaction equation

HRID 1739409 reaction equation
[C:1]1([S:7]([CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:21]=[CH:20][C:17]([CH:18]=[O:19])=[CH:16][CH:15]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[BH4-].[Na+]>C(O)C.C(OCC)(=O)C.Cl>[C:1]1([S:7]([CH2:10][CH2:11][CH2:12][O:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:18][OH:19])=[CH:20][CH:21]=2)(=[O:9])=[O:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 2

HCID 4311764Sodium borohydrideHCID 15871016HCID 15871016, compound

Product 1

HCID 54058846HCID 54058846, compoundYield 82.8%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

1.8 g of 4-(3-benzenesulfonylpropyloxy)benzaldehyde were dissolved in 30 ml of ethanol, and the resultant solution was further added with 0.11 g of sodium borohydride and then stirred for 1 hour at room temperature. After completed the reaction, the solvent used was removed by distillation under reduced pressure, and the residue obtained was dissolved in a mixture of ethyl acetate and dilute hydrochloric acid. The ethyl acetate layer resulted was then washed with dilute hydrochloric acid, aqueous solution of sodium hydroxide and water in series. The organic layer resulted was then dried with anhydrous magnesium sulfate, and the solvent used was removed by distillation under reduced pressure, thereby affording 1.5 g of 4-(3-benzenesulfonylpropyloxy)benzyl alcohol.

Workup

  1. customthe reaction
  2. customthe solvent used was removed by distillation under reduced pressure
  3. customthe residue obtained
  4. washwas then washed with dilute hydrochloric acid, aqueous solution of sodium hydroxide and water in series
  5. customThe organic layer resulted
  6. dry with materialwas then dried with anhydrous magnesium sulfate
  7. customthe solvent used was removed by distillation under reduced pressure

Sources & evidence

ORD record
ord-8c3eb55009d847ac9a80080db457ad04
Source dataset
uspto-grants-1999_10
Patent number
US05965743

Reaction notes

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