Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7820Generated: October 26, 2026

Acetic Acid → 7-methoxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one

https://huagongshe.com/reaction/7820

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPyrrolidineHCID 31268—
Reactant5-Methoxy-2-methyl-2-(3-oxo-butyl)-1-indanoneHCID 21990908—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product7-methoxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-oneHCID 2199090399.1%

Reaction Conditions

Temperature85 °C

Reaction Steps

Pyrrolidine (0.159 mL, 1.9 mmol) and acetic acid (0.109 mL, 1.9 mmol) were added to a solution of 5-methoxy-2-methyl-2-(3-oxo-butyl)-1-indanone (467 mg, 1.9 mmol) in toluene (5 mL) and the resulting solution was heated in an oil bath at 85° C. for 2.5 hours. After cooling to room temperature, the reaction mixture was diluted with EtOAc (20 mL), washed with water (20 mL), 5% NaHCO3 (20 mL), and brine (10 mL), dried over MgSO4, filtered, and evaporated under vacuum to yield 7-methoxy-9a-methyl-1,2,9,9a-tetrahydro-3H-fluoren-3-one (430 mg) as a light brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087599B2
Source datasetuspto-grants-2006_08
ORD IDord-d6636cf7073446fb80a814617775f2cf
Source noteuspto-grants-2006_08