HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Chloral | HCID 6407 | — |
| Reactant | Methyl Isobutyl Ketone | HCID 7909 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-Hydroxycyclopent-2-en-1-one | HCID 4169160 | — |
| Product | 4-Hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone | HCID 9859507 | 86% |
Reaction Steps
A mixture of the mixture (9.45 g) of the compound [IX-1] and the racemic 4-hydroxycyclopentenone obtained in Example 10, chloral (0.24 g) and triethylamine (0.43 g) is reacted at 60° C. for 5 hours. After completion of the reaction, to the mixture are added methyl isobutyl ketone (30 ml) and water (20 ml). The organic layer is separated and washed successively with 1% aqueous hydrochloric acid solution and water, and methyl isobutyl ketone is distilled off therefrom to give 4-hydroxy-2-(6-methoxycarbonyl-3-hexynyl)-2-cyclopentenone (8.13 g, yield; 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05191109 |
| Source dataset | uspto-grants-1993_03 |
| ORD ID | ord-74b239b5640f4860b7b19537fc3d791a |
| Source note | uspto-grants-1993_03 |