Acetic Acid → Dec-5-en-2-one

HRID 2217014Notes

Reaction equation

HRID 2217014 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH:6]1[O:11][C:9](=O)[CH2:8][CH2:7]1.[C:12](O)(=O)C>>[CH3:12][C:9](=[O:11])[CH2:8][CH2:7][CH:6]=[CH:5][CH2:4][CH2:3][CH2:2][CH3:1]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 7710gamma-Nonanolactone

Product 1

HCID 71363330Dec-5-en-2-oneYield 52%

Procedure

Using the same procedure as described under A) but starting with a solution consisting of γ-nonalactone (obtained according to the literature) (5.0 g, 32.0 mmoles) into 45 g of acetic acid and a supported catalyst obtained according to procedure a), there were obtained (after bulb to bulb distillation at 40 mbar, oven=190°) 3.6 g of the corresponding 5-decen-2-one (purity: 70%; yield: 52%).

Workup

  1. customobtained
  2. customa supported catalyst obtained

Sources & evidence

ORD record
ord-6ae3a5e971ce49fcbb94d39c51144d12
Source dataset
uspto-grants-2006_09
Patent number
US07112699B2

Reaction notes

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