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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292839Generated: October 29, 2026

Acetic Anhydride → Ethyl 1-methyl-1H-pyrrole-3-carboxylate

https://huagongshe.com/reaction/2292839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl propiolateHCID 12182—
ReactantN-formylsarcosineHCID 11789184—
ProductEthyl 1-methyl-1H-pyrrole-3-carboxylateHCID 1106258471.3%

Reaction Steps

A mixture of 117.1 g (1 mole) of N-formylsarcosine prepared in the Reference Example 1, 98.10 g (1 mole) of ethyl propiolate, and 638 ml of acetic anhydride was stirred using a magnetic stirrer over an oil bath at 130° C. for 22 hours. The reaction mixture was concentrated under vacuum. 100 ml of toluene was added to the residue and the mixture was evaporated under reduced pressure. This procedure was repeated to obtain a brown oily substance. This oily substance was distilled under vacuum to obtain 109.19 g (yield 71.3%) of a colorless or light-yellow oil of the title compound as fractions with a boiling point of 103°-104° C. at 4 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05684161
Source datasetuspto-grants-1997_11
ORD IDord-2ebda8a98dc6462f80216314e767d8d3
Source noteuspto-grants-1997_11