Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 581853Generated: October 30, 2026

Carbon tetrabromide → (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromide

https://huagongshe.com/reaction/581853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 54331641HCID 54331641—
SolventDichloromethaneHCID 6344—
Product(4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl bromideHCID 5384128949.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

The carbon tetrabromide (1.39 g, 4.2 mmol) and triphenylphosphine (1.37 g, 5.2 mmol) were added in dichloromethane solution of (4-t-Butyldimethylsilyloxymethylcyclopent-1-en-1-yl)methyl alcohol (0.85 g, 3.5 mmol) under ice bath and then stirred for 30 min at 0° C. The reaction mixture was stirred for overnight at room temperature, extracted with dichloromethane, dried with MgSO4, filtered, concentrated and separated by column chromatography to give a desirable product (0.53 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05922727
Source datasetuspto-grants-1999_07
ORD IDord-7fcaf4c39ee6443d9c0689cf8525c585
Source noteuspto-grants-1999_07