Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581871Generated: October 25, 2026

Carbon tetrabromide → [3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl bromide

https://huagongshe.com/reaction/581871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant[3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl alcoholHCID 67554500—
SolventDichloromethaneHCID 6344—
Product[3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl bromideHCID 5435048267.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

A mixture of carbon tetrabromide (3.18 g, 9.6 mmol) and triphenyl phosphine (3.15 g, 12.9 mmol) were added to [3,4-di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl alcohol (3.09 g, 8.0 mmol) in dichloromethane under ice bath and then, the reaction mixture was stirred for 30 min at 0° C. After overnight at room temperature, the reaction mixture was extracted with dichloromethane, dried with MgSO4, filtered, concentrated and separated by column chromatography to give a desirable product (2.43 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922727
Source datasetuspto-grants-1999_07
ORD IDord-b49f9aae8e3c476986544a3531c43585
Source noteuspto-grants-1999_07