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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 508525Generated: November 3, 2026

Boron tribromide → N-Ethylcarbamate 5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole

https://huagongshe.com/reaction/508525

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron tribromideHCID 25134—
ReactantN-Ethylcarbamate 5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602843—
SolventDichloromethaneHCID 6344—
ProductN-Ethylcarbamate 5-hydroxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrroleHCID 86602864—

Reaction Steps

BBr3 (1.1 mL, 1.0 M in dichloromethane) was added to a solution of N-ethylcarbamate-5-methoxy-8-methyl-1,2,3,3a,8,8a-hexahydroindeno[1,2-c]pyrrole (from Example 2, step A) (0.31 g, 1.1 mmol) in CH2Cl2 (10 mL) at 0° C., and stirred overnight. The excess BBr3 was quenched with the dropwise addition of water (2 mL), and washed with saturated aqueous NaHCO3 (10 mL) and brine (10 mL). The organic extract was dried over MgSO4 and concentrated. The subtitle compound was obtained without further purification. MS calculated for C15H19NO3+H: 262, observed: 262.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09096520B2
Source datasetuspto-grants-2015_08
ORD IDord-6bfa34f474b74c22b614e7715d75d87d
Source noteuspto-grants-2015_08