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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1020323Generated: November 1, 2026

Acetic Acid → 5-Methyl-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/1020323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantChlorosuccinimideHCID 31398—
ReactantHCID 86602856HCID 86602856—
Solvent1,2-DichloroethaneHCID 11—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Product5-Methyl-6-chloro-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 58598858—

Reaction Conditions

Temperature60 °C

Reaction Steps

NCS (27 mg, 0.2 mmol) and acetic acid (1 mL) were added to a solution of N-Ethylcarbamate-5-methyl-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (50 mg, 0.2 mmol) in DCE (1 mL). The reaction solution was stirred for 3 hours at 60° C. The reaction was diluted with CH2Cl2 (3 mL) and H2O (3 mL) and filtered through an Extrelut column. The column was washed with CH2Cl2 and the filtrate was concentrated. The crude product was purified by column chromatography (SiO2) using a 0-60% ethyl acetate-hexanes gradient to afford the subtitle compound. MS calculated for C16H20ClNO2+H: 294, observed: 294.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08716324B2
Source datasetuspto-grants-2014_05
ORD IDord-fc5ed8e2d36c484ba721115f05787ddd
Source noteuspto-grants-2014_05