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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1870862Generated: October 30, 2026

4-Bromoanisole → 3-(4-methoxyphenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-ol

https://huagongshe.com/reaction/1870862

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromoanisoleHCID 7730—
ReactantNpc164516HCID 79038—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product3-(4-methoxyphenyl)-8-methyl-8-azabicyclo[3.2.1]octan-3-olHCID 434459—

Reaction Steps

The title compound was prepared from 4-bromoanisole (15.1 g, 80.5 mmol), n-butyllithium in hexanes (31.2 mL, 2.5 M; 77.9 mmol) and 8-methyl-8-azabicyclo-[3.2.1]octan-3-one (5 g, 36 mmol) in anhydrous tetrahydrofuran (40 mL). Yield 2.1 g (24%), m.p. 161.8-162.3° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100275
Source datasetuspto-grants-2000_08
ORD IDord-6b6ccf569ead46aa98f909101f242331
Source noteuspto-grants-2000_08