4-Acetoxybutyraldehyde → 4-Hydroxybutyl acetate

HRID 328160Notes

Reaction equation

HRID 328160 reaction equation
C(OC(CC)C=O)(=O)C.[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH:17]=[O:18])(=[O:12])[CH3:11]>CO>[C:10]([O:13][CH2:14][CH2:15][CH2:16][CH2:17][OH:18])(=[O:12])[CH3:11]

Participants

4

Reactant 2

HCID 110079274-AcetoxybutyraldehydeHCID 130339211-Oxobutan-2-yl acetate

Product 1

HCID 101032094-Hydroxybutyl acetateYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The procedure in Example 1 was followed but instead of the acetoxybutyraldehyde isomer mixture, 4-acetoxybutyraldehyde was employed and the hydrogenation was carried out in the presence of 5% by weight of methanol. After a hydrogenation time of 35 minutes, and after filtering off the catalyst and freeing the filtrate from methanol, 4-acetoxybutan-1-ol was obtained in 99% yield.

Workup

  1. filtrationAfter a hydrogenation time of 35 minutes, and after filtering off the catalyst

Sources & evidence

ORD record
ord-5a77d5eeaf954d63b3f9fd6794c56a34
Source dataset
uspto-grants-1977_04
Patent number
US04016201

Reaction notes

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