Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2200334Generated: October 30, 2026

Carbon tetrabromide → [(Z)-3-bromoprop-1-enyl]-tributylstannane

https://huagongshe.com/reaction/2200334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant(Z)-3-(Tributylstannyl)prop-2-en-1-olHCID 9974944—
SolventDichloromethaneHCID 6344—
Product[(Z)-3-bromoprop-1-enyl]-tributylstannaneHCID 10949620160.6%

Reaction Steps

A solution of triphenylphosphine (5.32 g) in DCM (60 mL) was added to a solution of (Z)-3-tributylstannanylprop-2-en-1-ol (Intermediate 4, 6.4 g) and carbon tetrabromide (9.18 g) in DCM (60 mL) and the mixture was stirred for 2.5 hours. The mixture was evaporated to low volume and pentane was added. The solids were removed by filtration and the filtrate was evaporated to dryness. Pentane was added and the solids were again removed by filtration and the filtrate was evaporated to dryness to give ((Z)-3-bromoprop-1-enyl)tributylstannane (12.14 g) as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09359369B2
Source datasetuspto-grants-2016_06
ORD IDord-81d45709123d4b6690842440c8d3cdd3
Source noteuspto-grants-2016_06