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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692114Generated: October 26, 2026

Carbon tetrabromide → (4'-Bromomethyl-3',5'-dichloro-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanone

https://huagongshe.com/reaction/1692114

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon tetrabromideHCID 11205—
ReactantTriphenylphosphineHCID 11776—
Reactant(3',5'-Dichloro-4'-hydroxymethyl-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanoneHCID 57672063—
SolventDichloromethaneHCID 6344—
Product(4'-Bromomethyl-3',5'-dichloro-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanoneHCID 5767206454%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dissolve (3′,5′-Dichloro-4′-hydroxymethyl-biphenyl-4-yl)-(4-trifluoromethyl-piperidin-1-yl)-methanone (13 g, 1 eq.) in dichloromethane (200 mL) and cool to 0° C. Add triphenylphosphine (12.2 g, 1.5 eq.) followed by carbon tetrabromide (15.4 g, 1.5 eq.) in portions. Filter the reaction mixture and concentrate the filtrate. Chromatograph the filtrate on silica gel to afford 8.0 g (54% yield) of the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153807B2
Source datasetuspto-grants-2012_04
ORD IDord-f3739c3307a1407eb211a7ef66952dac
Source noteuspto-grants-2012_04