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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870859Generated: October 26, 2026

p-Bromochlorobenzene → 3-(4-Chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol

https://huagongshe.com/reaction/1870859

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-BromochlorobenzeneHCID 7806—
ReactantNpc164516HCID 79038—
ReactantButyllithiumHCID 178418339—
Product3-(4-Chlorophenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-olHCID 434488—

Reaction Steps

The title compound was prepared from 4-bromochlorobenzene (15.4 g, 81 mmol), n-butyllithium in hexanes (31 mL 2.5 M; 78 mmol) and 8-methyl-8-azabicyclo[3.2.1]-octan-3-one (5 g, 36 mmol). Yield 5.7 g (63%) as a white solid, m.p. 186.3-187° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100275
Source datasetuspto-grants-2000_08
ORD IDord-63b26ae4dca64bc48bf0ca3ebfb11381
Source noteuspto-grants-2000_08