Acetophenone → Ethyl 2-Propyl-3-hydroxy-3-methyl-3-phenylpropionate

Reaction equation

[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[C:10]([O:16][CH2:17][CH3:18])(=[O:15])[CH2:11][CH2:12][CH2:13][CH3:14]>>[CH2:12]([CH:11]([C:1]([OH:3])([CH3:2])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[C:10]([O:16][CH2:17][CH3:18])=[O:15])[CH2:13][CH3:14]

Participants

Reactant 2

HCID 7410Acetophenone

HCID 10882Ethyl valerate

Product 1

HCID 15575787Ethyl 2-Propyl-3-hydroxy-3-methyl-3-phenylpropionate

Procedure

A 10 milligram sample of the prepared hydroxy-ester is pyrolyzed in an open tube at 250° C. for 5 minutes. Examination of the pyrolyzate by G.C., L.C. and T.L.C. indicates >90% decomposition to form a 1:1 mixture of acetophenone and ethyl valerate.

Workup

customto form

Sources & evidence

ORD record: ord-9f2bf8180d9c43219b3a280039286e85
Source dataset: uspto-grants-1986_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04607118

Reaction notes

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