Sodium borohydride → HCID 54384770, compound

HRID 1739413Notes

Reaction equation

HRID 1739413 reaction equation
[C:1]1([S:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=[O:17])=[CH:14][CH:13]=2)[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][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH2:16][OH:17])=[CH:14][CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 2

HCID 4311764Sodium borohydrideHCID 21841070HCID 21841070, compound

Product 1

HCID 54384770HCID 54384770, compoundYield 53.8%

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent2×

Procedure

1.2 g of 4-(3-phenylthiopropyloxy)benzaldehyde were dissolved in 30 ml of ethanol, and the resultant solution was further added with 0.08 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 0.65 g of 4-(3-phenylthiopropyloxy)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-d2677323cadb4d60abc978ff4b1e37d8
Source dataset
uspto-grants-1999_10
Patent number
US05965743

Reaction notes

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