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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1017618Generated: October 30, 2026

1,3-Benzodioxole-5-carbonyl chloride → (-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-3,4-methylenedioxybenzamide

https://huagongshe.com/reaction/1017618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxole-5-carbonyl chlorideHCID 2734749—
Reactant(-)-cis-1,2-Dimethoxy-4-(2-aminocyclohexyl)benzeneHCID 14321190—
SolventDichloromethaneHCID 6344—
SolventTriethylamineHCID 8471—
Product(-)-cis-n-[2-(3,4-Dimethoxyphenyl)cyclohexyl]-3,4-methylenedioxybenzamideHCID 5416480295.1%

Reaction Steps

4.0 g of (−)-cis-1,2-dimethoxy-4-(2-aminocyclohexyl)benzene (compound B2) are dissolved in 100 ml of methylene chloride and 5.0 ml of triethylamine. A solution of 3.8 g of 3,4-methylenedioxybenzoyl chloride in 50 ml of methylene chloride is added dropwise at RT and the mixture is extracted with 100 ml each of water, 2N hydrochloric acid, satd. sodium hydrogencarbonate solution and water again after stirring overnight. The organic phase is dried using sodium sulfate and concentrated. 6.2 g of the title compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479505B1
Source datasetuspto-grants-2002_11
ORD IDord-e7f4af18d6804e93a2cc60f50f52e9c6
Source noteuspto-grants-2002_11