4'-Hydroxyacetophenone → Ethyl 3-(4-hydroxyphenyl)-3-oxopropanoate

HRID 1779321Notes

Reaction equation

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

Participants

Reactant 2

HCID 74694'-Hydroxyacetophenone

HCID 7766Diethyl Carbonate

Product 1

HCID 13136494Ethyl 3-(4-hydroxyphenyl)-3-oxopropanoate

Procedure

This novel compound was synthesized by the acylation of 4-hydroxyacetophenone with diethylcarbonate to yield ethyl 4-hydroxybenzoylacetate. Treatment with acetic anhydride and subsequent catalytic hydrogenation yielded the desired product. The experimental details are given below:

Sources & evidence

ORD record: ord-e4a4879d36204848be077276ee41ef05
Source dataset: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05627165

Reaction notes

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