HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → Methyl 1-methyl-1H-pyrrole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Methyl propiolate | HCID 13536 | — |
| Reactant | N-formylsarcosine | HCID 11789184 | — |
| Product | Methyl 1-methyl-1H-pyrrole-3-carboxylate | HCID 22737888 | 79.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05684161 |
| Source dataset | uspto-grants-1997_11 |
| ORD ID | ord-85d3db5db56d4f62b10c5fe752498a5e |
| Source note | uspto-grants-1997_11 |