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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 59668Generated: October 29, 2026

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

https://huagongshe.com/reaction/59668

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 numberUS09440943B2
Source datasetuspto-grants-2016_09
ORD IDord-1ad7125ee64f4b83887d72a6417c4734
Source noteuspto-grants-2016_09