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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232322Generated: October 31, 2026

Methyl acetoacetate → Methyl 3-(3-thienylethyl)aminocrotonate

https://huagongshe.com/reaction/2232322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2-(3-Thienyl)ethanamineHCID 12258737—
SolventDiethyl EtherHCID 3283—
ProductMethyl 3-(3-thienylethyl)aminocrotonateHCID 2128366097.5%

Reaction Steps

3.82 grams (30 millimoles) of 3-(2-aminoethyl)thiophene was added dropwise with stirring at room temperature to 3.6 grams (31 millimoles) of methyl acetoacetate and the stirring was continued over the weekend at ambient temperature. Thereafter, the mixture was diluted with 250 milliliters of diethyl ether and the resulting ether solution washed with 50 milliliters of brine and then dried over sodium sulfate. The ether solvent was then vaporized from the dried and filtered solution to obtain 6.59 grams of a methyl 3-(3-thienylethyl)aminocrotonate intermediate as a slightly yellowish oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04788203
Source datasetuspto-grants-1988_11
ORD IDord-b04af50007da4d988e57016be9bdae39
Source noteuspto-grants-1988_11