4-Phenoxybenzaldehyde → (4-Phenoxyphenyl)methanol

HRID 1276936Notes

Reaction equation

HRID 1276936 reaction equation
[BH4-].[Na+].[O:3]([C:10]1[CH:17]=[CH:16][C:13]([CH:14]=[O:15])=[CH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[O:3]([C:10]1[CH:11]=[CH:12][C:13]([CH2:14][OH:15])=[CH:16][CH:17]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1

Participants

4

Reactant 2

HCID 661394-PhenoxybenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 826195(4-Phenoxyphenyl)methanolYield 96.6%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium borohydride (0.48 g) was added to a solution of 4.96 g of 4-phenoxybenzaldehyde in 20 ml of ethanol, and the mixture was stirred at room temperature for 1.5 hours. After the completion of the concentration, the residue was extracted with tert-butylmethyl ether and with water. The organic layer was concentrated to give 4.84 g of 4-phenoxybenzyl alcohol.

Workup

  1. concentrationAfter the completion of the concentration
  2. extractionthe residue was extracted with tert-butylmethyl ether and with water
  3. concentrationThe organic layer was concentrated

Sources & evidence

ORD record
ord-b471ca45d4ad4837b0f507ed0287fefc
Source dataset
uspto-grants-2000_12
Patent number
US06166219

Reaction notes

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