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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 645334Generated: October 26, 2026

2,3,8a-trimethyl-3,4,4a,5,8,8a-hexahydro-1(2H)-naphthalenone → 2,3,8a-Trimethyloctahydronaphthalen-1(2H)-one

https://huagongshe.com/reaction/645334

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3,8a-trimethyl-3,4,4a,5,8,8a-hexahydro-1(2H)-naphthalenoneHCID 57429441—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product2,3,8a-Trimethyloctahydronaphthalen-1(2H)-oneHCID 1606353298.1%

Reaction Steps

2,3,8a-trimethyl-3,4,4a,5,8,8a-hexahydro-1(2H)-naphthalenone (10 g, 52 mmol) was hydrogenated, at room temperature and atmospheric pressure, in ethyl acetate (100 ml) in presence of 5% Pd—C (1.0 g). The crude product was purified by bulb-to-bulb distillation (78° C./0.035 mbar) to give desired compound (9.88 g, 51 mmol, 98%) as a 3:2 mixture of diastereoisomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704933B2
Source datasetuspto-grants-2010_04
ORD IDord-e1d4afe416e04b76a6d08fcff7dc2034
Source noteuspto-grants-2010_04