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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 14478Generated: October 30, 2026

Allyl bromide → Allyl-[8-bromo-3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl]carbamic acid benzyl ester

https://huagongshe.com/reaction/14478

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantCesium carbonateHCID 10796—
Reactant[8-Bromo-3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl]carbamic acid benzyl esterHCID 68701803—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductAllyl-[8-bromo-3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl]carbamic acid benzyl esterHCID 68700441—

Reaction Steps

A mixture of [8-bromo-3-(4-chlorophenyl)-2-isopropyl-4-oxo-4H-chromen-7-yl]carbamic acid benzyl ester (0.231 g, 0.44 mmol) and cesium carbonate (0.228 g, 0.701 mmol, 1.6 eq.) in N,N-dimethylformamide (10 ml) is treated with allyl bromide (0.058 g, 0.042 ml, 0.48 mmol, 1.1 eq.), and the mixture is stirred at room temperature for 4 h. The mixture is diluted with water and washed twice with ethyl acetate. The aqueous phase is additionally washed with methylene chloride. The combined organic phases are dried (magnesium sulfate) and filtered and the solvent is removed by evaporation in vacuo to afford the title compound as a yellow solid. The product is used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07732435B2
Source datasetuspto-grants-2010_06
ORD IDord-eb404dd8ee424307974279854ddc9e94
Source noteuspto-grants-2010_06