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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1954158Generated: November 2, 2026

Carbon tetrabromide → 13-Bromotridec-1-ene

https://huagongshe.com/reaction/1954158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
ReactantTridec-12-en-1-olHCID 15486836—
SolventDichloromethaneHCID 6344—
Product13-Bromotridec-1-eneHCID 14826265—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 12-tridecen-1-ol (2.11 g, 10.7 mmol) and carbon tetrabromide (4.37 g, 13.1 mmol) in dichloromethane (15 mL) at 0° C. was added triphenyl phosphine (3.45 g, 13.1 mmol) in portions over 5 minutes. After stirring for 1.5 hours at 25° C. the solvent was evaporated and the residue extracted with hexane (3×30 mL), filtering off any solids. The solvent was evaporated to afford 12-tridecenyl bromide as a clear oil which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06121270
Source datasetuspto-grants-2000_09
ORD IDord-ec1965cdf2554020acd97330db32a0e8
Source noteuspto-grants-2000_09