3-Methoxyacetophenone → Ethyl 3-(3-Benzyloxyphenyl)crotonate

HRID 1111763Notes

Reaction equation

HRID 1111763 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5](/[C:9](/[CH3:16])=[CH:10]\[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1.CC([C:20]1[CH:25]=[CH:24][CH:23]=[C:22](OC)[CH:21]=1)=O.C(C=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)(OCC)=O>>[CH2:1]([O:2][C:3]1[CH:4]=[C:5](/[C:9](/[CH3:16])=[CH:10]\[C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:6]=[CH:7][CH:8]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

4

Reactant 3

HCID 114603-MethoxyacetophenoneHCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 70595204(Z)-ethyl 3-(3-methoxyphenyl)but-2-enoate

Product 1

HCID 70527588Ethyl 3-(3-Benzyloxyphenyl)crotonate

Procedure

In like manner, ethyl 3-(3-methoxyphenyl)crotonate is prepared from 3-methoxyacetophenone (43.1 g.) and carbethoxymethylene triphenylphosphorane (200 g.).

Sources & evidence

ORD record
ord-7b4f9b58c55e42ab9b7d3774c4bd4eb7
Source dataset
uspto-grants-1978_10
Patent number
US04118559

Reaction notes

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