Sodium borohydride → HCID 15044964, compound

HRID 728061Notes

Reaction equation

HRID 728061 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([S:15][CH3:16])[C:10]=1[O:11][CH2:12][CH2:13][CH3:14])[CH:6]=[O:7].[BH4-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([S:15][CH3:16])[C:10]=1[O:11][CH2:12][CH2:13][CH3:14])[CH2:6][OH:7]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 15044963HCID 15044963, compound

Product 1

HCID 15044964HCID 15044964, compoundYield 98.1%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

15.5 g (0.065 mole) of 3-methoxy-5-methylthio-4-propoxybenzaldehyde in 300 ml of methanol was cooled in ice bath. 1 g (0.026 mole) of sodium borohydride was added in 3 portions to the above solution. The mixture was stirred for 10 minutes in ice bath. MeOH was removed, and the residue was purified by flash column chromatography to afford 15.45 g (95% yield) of 3-methoxy-5-methylthio-4-propoxybenzyl alcohol as a light yellow oil.

Workup

  1. customMeOH was removed
  2. customthe residue was purified by flash column chromatography

Sources & evidence

ORD record
ord-e54a64b37a55470196eacb2c09d6549f
Source dataset
uspto-grants-1991_09
Patent number
US05047420

Reaction notes

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