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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714145Generated: November 2, 2026

Acetic Acid → cis-8-Methyl-6-phenyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene

https://huagongshe.com/reaction/1714145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactantcis-3-Benzyl-6-(2,4-dichloro-phenyl)-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluoreneHCID 16117676—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
Productcis-8-Methyl-6-phenyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluoreneHCID 1611767842%

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of cis-3-benzyl-6-(2,4-dichloro-phenyl)-8-methyl-2,3,4,4a,9,9a-hexahydro-1H-3-aza-fluorene (85 mg, 0.20 mmol) in MeOH (3.0 mL) was added Pd(OH)2 (17 mg, 20 wt %) and catalytic amount of acetic acid. The reaction mixture was stirred at 20° C. for 3 days under H2 atmosphere, filtered through celite and concentrated in vacuo. The residue was chromatographed in silica gel column (Hex/EtOAc 1/1) to give the title compound (22 mg, 0.084 mmol): MS (ES) 264.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07795436B2
Source datasetuspto-grants-2010_09
ORD IDord-4e2bfc353dce4c59abedefe5727cba99
Source noteuspto-grants-2010_09