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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32187Generated: October 29, 2026

Dichloromethane → 1-[4-Methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine

https://huagongshe.com/reaction/32187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 59769402HCID 59769402—
SolventEthyl AcetateHCID 8857—
Product1-[4-Methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazineHCID 2314178590.4%

Reaction Steps

A mixture of 4-[4-methyl-2-(3,3,5,5-tetramethylcyclohexyl)phenyl]piperazine-1-carboxylic acid t-butyl ester (124 mg, 0.299 mmol) produced in Example (70a), trifluoroacetic acid (1 mL, 12.9 mmol) and dichloromethane (2 mL) was stirred for 2 hours and 30 minutes at room temperature. Saturated aqueous solution of sodium hydrogencarbonate was added to the reaction mixture and extraction was performed with ethyl acetate. The separated organic layer was concentrated under reduced pressure. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 85 mg of the title compound as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425554B2
Source datasetuspto-grants-2008_09
ORD IDord-f347f953f24d4ebbbb55527545e41df0
Source noteuspto-grants-2008_09