Water → 3-(Benzyloxy)-4-methoxybenzyl alcohol

HRID 1420775

Reaction equation

HRID 1420775 reaction equation
[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[CH:12]=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].O>CO.CCOCC>[CH2:1]([O:8][C:9]1[CH:10]=[C:11]([CH2:12][OH:13])[CH:14]=[CH:15][C:16]=1[O:17][CH3:18])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 962WaterHCID 806713-Benzyloxy-4-methoxybenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 746223-(Benzyloxy)-4-methoxybenzyl alcohol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 0.35 mol of the compound obtained in Step 1 in 400 ml of methanol and 1.5 equivalents of sodium borohydride is stirred for 6 hours at ambient temperature and then 500 ml of acidified water are slowly added. The precipitate obtained is taken up in ether; the organic phase is subsequently extracted, dried, filtered and then evaporated off under reduced pressure, allowing the expected product to be isolated.

Workup

  1. customThe precipitate obtained
  2. extractionthe organic phase is subsequently extracted
  3. customdried
  4. filtrationfiltered
  5. customevaporated off under reduced pressure
  6. customto be isolated

Sources & evidence

ORD record
ord-fc144128b9d74547bc6aca0d6074e7de
Source dataset
uspto-grants-2000_06
Patent number
US06071945

Linked notes

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