HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → HCID 13335393, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | 4-Hydroxy-4-methyl-5-(prop-2-en-1-yl)cyclopent-2-en-1-one | HCID 12879872 | — |
| Catalyst | p-Toluenesulfonic acid | HCID 6101 | — |
| Product | HCID 13335393 | HCID 13335393 | 95.9% |
Reaction Steps
lnto a flask equipped with a stirrer and a thermometer, dl-2-allyl-3-hydroxy-3-methyl-4-cyclopentenone (152 g), p-toluenesulfonic acid (1 g) and acetic anhydride (320 g) were charged, and the resultant mixture was stirred at 100° C. for 2 hours. After completion of the reaction, acetic anhydride was removed under reduced pressure, and the residue was extracted with toluene. The toluene layer was washed with 1% sodium bicarbonate solution and water in order. Toluene was removed from the toluene layer to give dl-3-acetoxy-2-allyl-3-methyl-4-cyclopentenone (186 g). Yield, 96%. B.P., 72°-75° C./0.2-0.3 mmHg.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04729953 |
| Source dataset | uspto-grants-1988_03 |
| ORD ID | ord-7e487ccd5c214272ad72254cae66a837 |
| Source note | uspto-grants-1988_03 |