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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444618Generated: November 1, 2026

Allyl bromide → methyl 1-allyl-3-cyclohexyl-2-(2-vinylphenyl)1H-indole-6-carboxylate

https://huagongshe.com/reaction/1444618

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 3-cyclohexyl-2-(2-vinylphenyl)1H-indole-6-carboxylateHCID 58765232—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Productmethyl 1-allyl-3-cyclohexyl-2-(2-vinylphenyl)1H-indole-6-carboxylateHCID 58765270100%

Reaction Steps

To a 0.3M solution of methyl 3-cyclohexyl-2-(2-vinylphenyl)1H-indole-6-carboxylate in dry DMF, 60% NaH (1.5 eq) in mineral oil was added at 0° C., after 1 h allyl bromide (1.5 eq) was added and the suspension was stirred at RT for 2 h. The mixture was diluted with EtOAc, washed with 1N HCl, water and brine, dried over Na2SO4 and concentrated in vacuo to give the title compound (100% as crude); MS (ES+) m/z 400 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662809B2
Source datasetuspto-grants-2010_02
ORD IDord-8977ea34df864fe3aa0764a384800ee1
Source noteuspto-grants-2010_02