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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1837214Generated: November 3, 2026

Carbon tetrabromide → ((4-Bromobutoxy)methyl)benzene

https://huagongshe.com/reaction/1837214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant4-Benzyloxy-1-butanolHCID 562212—
SolventDichloromethaneHCID 6344—
Product((4-Bromobutoxy)methyl)benzeneHCID 442218193.9%

Reaction Conditions

Temperature-15 °C

Reaction Steps

239 g of tetrabromomethane is added in portions to the solution of 105 g of 4-benzyloxy-butan-1-ol and 191 g of triphenylphosphine in 1 l of methylene chloride that is cooled to −15° C., and after the addition has been completed, it is stirred for 1 hour at 0° C. After the reaction mixture was concentrated by evaporation in a vacuum, the purification by chromatography on silica gel is carried out with a hexane-ethyl acetate gradient. 133 g of 4-benzyloxy-1-bromo-butane is obtained as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06780855B2
Source datasetuspto-grants-2004_08
ORD IDord-6be57d0d6f364a6eae3ca612a59f7055
Source noteuspto-grants-2004_08