Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198812Generated: November 2, 2026

Acetic Acid → 2(1H)-Pentalenone, 5-(benzoyloxy)hexahydro-4-(hydroxymethyl)-, (3aS-(3aalpha,4alpha,5beta,6aalpha))-

https://huagongshe.com/reaction/2198812

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantBenzoateHCID 242—
ReactantEthyl AcetateHCID 8857—
CatalystPalladiumHCID 23938—
Product2(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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04359581
Source datasetuspto-grants-1982_11
ORD IDord-75a3a91faddc467d8d16470d56f1a0af
Source noteuspto-grants-1982_11