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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743266Generated: October 27, 2026

Carbon tetrabromide → 2-Trimethylsilanylethyl 4-bromomethyl-piperidine-1-carboxylate

https://huagongshe.com/reaction/1743266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant2-(Trimethylsilyl)ethyl 4-(hydroxymethyl)piperidine-1-carboxylateHCID 11368948—
SolventTetrahydrofuranHCID 8028—
Product2-Trimethylsilanylethyl 4-bromomethyl-piperidine-1-carboxylateHCID 22238394—

Reaction Conditions

Temperature0 °C

Reaction Steps

19.9 g of 2-trimethylsilanylethyl 4-hydroxymethylpiperidine-1-carboxylate were dissolved in 600 ml of THF. After cooling to 0° C., 50.7 g of tetrabromomethane were added. Then 42.1 g of triphenylphosphine were added in 4 portions at intervals each of 20 min. The mixture was allowed to reach room temperature and was stirred for 14 h. The solvent was then removed in vacuo, and the residue was chromatographed on silica gel.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07008957B2
Source datasetuspto-grants-2006_03
ORD IDord-48b3313e1087426b80b264767c1bb6bb
Source noteuspto-grants-2006_03