Ethyl Acrylate → 3-(4-Formylphenyl)-2-propenoic acid ethyl ester

HRID 1156451Notes

Reaction equation

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

Participants

Reactant 2

HCID 8821Ethyl Acrylate

HCID 124246204-Formylbenzoyl chloride

Product 1

HCID 534066763-(4-Formylphenyl)-2-propenoic acid ethyl esterYield 46%

Procedure

The procedure described in Example 28 is repeated, except that 8.23 g (0.05 mol) of 4-formylbenzoyl chloride and 6.25 g (0.0625 mol) of ethyl acrylate are used. After a reaction time of 13 hours at 120° C., 4.7 g (0.023 mol) of ethyl 4-formylcinnamate are obtained, corresponding to a yield of 46% of theory; boiling point 137°-140° C./13 Pa.

Sources & evidence

ORD record: ord-6ffe084ce1834d81887df9d08b4d0789
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04335054

Reaction notes

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