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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581219Generated: October 31, 2026

Water → HCID 67632852, compound

https://huagongshe.com/reaction/581219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-BromoanisoleHCID 11358—
ReactantNpc164516HCID 79038—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 67632852HCID 67632852—

Reaction Steps

A stirred solution of 2-bromoanisole (9.25 ml, 0.074 mol) in dry diethyl ether (110 ml) under argon was cooled to 0° C. and was treated with n-butyllithium (1.6M) (45.6 ml, 0.073 mol) slowly. The reaction mixture was then allowed to warm to room temp. After 0.5 h, a solution of tropinone (10.14 g, 0.073 mol) in dry diethyl ether (60 ml) was added causing the reaction mixture to reflux. Reflux was maintained for a further 0.5 h, before the reaction mixture was allowed to cool. Water (40 ml) was then added and the reaction mixture was stirred for 0.25 h. The organic layer was then separated, dried (Na2SO4) and evaporated under reduced pressure to give a pale yellow oily solid, which was triturated with petroleum ether (60-80). The resultant suspension was then filtered to give the title compound as a white solid, which was dried in vacuo (9.04 g, 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05919932
Source datasetuspto-grants-1999_07
ORD IDord-dc4bfa29f8404529a8ce12a2e78cee35
Source noteuspto-grants-1999_07