Sodium borohydride → HCID 86698220, compound

HRID 882558Notes

Reaction equation

HRID 882558 reaction equation
[CH2:1]([O:3][CH2:4][O:5][C:6]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:7]=1[CH:8]=[O:9])[CH3:2].[BH4-].[Na+]>CO>[CH2:1]([O:3][CH2:4][O:5][C:6]1[C:13]([CH3:14])=[CH:12][CH:11]=[CH:10][C:7]=1[CH2:8][OH:9])[CH3:2]

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 86698218HCID 86698218, compound

Product 1

HCID 86698220HCID 86698220, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of 2-(ethoxymethoxy)-3-methylbenzaldehyde (2.0 g, 10.3 mmol) in methanol (25 mL) was added sodium borohydride (0.42 g, 11.1 mmol) at 0° C. The mixture was stirred at 0° C. for 15 min. The solvent was then removed and the residue was purified by flash column chromatography (hexanes/ethyl acetate=4:1, v/v) to provide the title compound (2.02 g, 100%) as a colorless oil.

Workup

  1. customThe solvent was then removed
  2. customthe residue was purified by flash column chromatography (hexanes/ethyl acetate=4:1

Sources & evidence

ORD record
ord-cced91051bda4e68a5495617f9170886
Source dataset
uspto-grants-2015_03
Patent number
US08993804B2

Reaction notes

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