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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2292841Generated: October 30, 2026

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

https://huagongshe.com/reaction/2292841

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantMethyl propiolateHCID 13536—
ReactantN-formylsarcosineHCID 11789184—
ProductMethyl 1-methyl-1H-pyrrole-3-carboxylateHCID 2273788879.6%

Reaction Steps

A mixture of 9.52 g (0.0813 mole) of N-formylsarcosine prepared in the Reference Example 1, 25.56 g (0.304 mole) of methyl propiolate, and 65 ml of acetic anhydride was stirred using a magnetic stirrer over an oil bath at 130° C. for 24 hours. The reaction mixture was concentrated under vacuum. 30 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 9.01 g (yield 79.6%) of a colorless or light-yellow oil of the title compound as fractions with a boiling point of 93°-96° C. at 4 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05684161
Source datasetuspto-grants-1997_11
ORD IDord-85d3db5db56d4f62b10c5fe752498a5e
Source noteuspto-grants-1997_11