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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1696791Generated: October 26, 2026

Carbon tetrabromide → tert-Butyl 3-(2,2-dibromovinyl)piperidine-1-carboxylate

https://huagongshe.com/reaction/1696791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant1-Boc-piperidine-3-carboxaldehydeHCID 9964448—
SolventDichloromethaneHCID 6344—
Producttert-Butyl 3-(2,2-dibromovinyl)piperidine-1-carboxylateHCID 866151289%

Reaction Steps

To a mixture of CBr4 (1.63 g, 4.92 mmol) and PPh3 (1.29 g, 4.92 mmol 9 in DCM (25 ml) was added 1 g (4.69 mmol) 3-Formyl-piperidine-1-carboxylic acid tert-butyl ester (commercially available) at room temperature. The reaction mixture was stirred at R.T for 24 h and the solvent was removed. The crude product was purified by flash chromatography (cyclohexane/AcOEt 90/10) to afford 0.15 g (9%) of 3-(2,2-Dibromo-vinyl)-piperidine-1-carboxylic acid tert-butyl ester as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163775B2
Source datasetuspto-grants-2012_04
ORD IDord-8d9ba7c8cd21403e88f142d94274e42a
Source noteuspto-grants-2012_04