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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2351259Generated: November 2, 2026

1-Bromo-4-(4-octoxyphenyl)benzene → 4-(1-Hydroxy-3-n-propylcyclopentyl)-4-n-octyloxybiphenyl

https://huagongshe.com/reaction/2351259

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Bromo-4-(4-octoxyphenyl)benzeneHCID 2801787—
Reactant3-PropylcyclopentanoneHCID 14251024—
ReactantButyllithiumHCID 178418339—
SolventHexaneHCID 8058—
SolventTetrahydrofuran tolueneHCID 22635083—
Product4-(1-Hydroxy-3-n-propylcyclopentyl)-4-n-octyloxybiphenylHCID 70392195—

Reaction Steps

32 ml of 15% n-butyllithium solution in hexane are added dropwise to a suspension of 18.07 g of 4-n-octyloxy-4'-bromobiphenyl in a mixture of toluene/tetrahydrofuran at -15°. After 15 minutes, a clear solution is obtained and a mixture of 6.31 g of 3-n-propylcyclopentanone and 25 ml of toluene/tetrahydrofuran is added dropwise. After the mixture has reacted for a further 16 hours at room temperature and after conventional work-up and column chromatography, 4-(1-hydroxy-3-n-propylcyclopentyl)-4-n-octyloxybiphenyl is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04873019
Source datasetuspto-grants-1989_10
ORD IDord-2f1a9172bacf42948ae0c17359cce440
Source noteuspto-grants-1989_10