HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 2(1H)-Pentalenone, 5-(benzoyloxy)hexahydro-4-(hydroxymethyl)-, (3aS-(3aalpha,4alpha,5beta,6aalpha))-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Benzoate | HCID 242 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | 2(1H)-Pentalenone, 5-(benzoyloxy)hexahydro-4-(hydroxymethyl)-, (3aS-(3aalpha,4alpha,5beta,6aalpha))- | HCID 22822074 | — |
Reaction Steps
A solution of 680 mg. of the benzoate prepared according to Reference Example 1(n) in 10 ml. of ethyl acetate and 0.5 ml. of glacial acetic acid is combined with 120 mg. of palladium on charcoal (10%) and shaken for 8 hours under a hydrogen atmosphere. Filtration and evaporation of the solution under vacuum yields 600 mg. of an oily crude product, which is purified by chromatography on silica gel with pentane/ethyl acetate (1+1), and 395 mg. of the pure alcohol as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04359581 |
| Source dataset | uspto-grants-1982_11 |
| ORD ID | ord-75a3a91faddc467d8d16470d56f1a0af |
| Source note | uspto-grants-1982_11 |