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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1606875Generated: November 1, 2026

Methyl acetoacetate → Methyl (4-carboxy-3-thienyl)acetate

https://huagongshe.com/reaction/1606875

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant4-Bromo-3-thenoic acidHCID 85546—
ProductMethyl (4-carboxy-3-thienyl)acetateHCID 14326173—

Reaction Steps

Methyl (4-carboxy-3-thienyl)acetate was prepared from 4-bromothiophen-3-carboxylic acid and methyl acetoacetate by the method described by D E Ames and O Ribeiro, J.Chem.Soc., Perkin I, 1975, 1390, for the preparation of the corresponding ethyl ester. It is a solid which, after crystallisation from aqueous methanol, had mp 121°-122° C., 1H nmr: delta 3.72 (3H, s), 3.95 (2H, s), 7.18(1H, d J 3 Hz), 8.27 (1H, d J 3 Hz) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04863503
Source datasetuspto-grants-1989_09
ORD IDord-23a69433153c4ef38c5e62d4c15d75f5
Source noteuspto-grants-1989_09