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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406673Generated: October 26, 2026

Phosphonium, hexyltriphenyl-, bromide (1:1) → 5-Chloro-2-hept-1-enyl-1H-indole

https://huagongshe.com/reaction/2406673

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphonium, hexyltriphenyl-, bromide (1:1)HCID 2724569—
ReactantLithium HexamethyldisilazideHCID 2733832—
Reactant5-Chloro-1H-indole-2-carbaldehydeHCID 12203318—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-2-hept-1-enyl-1H-indoleHCID 68748882—

Reaction Steps

To the cold suspension of hexyl-triphenyl-phosphonium bromide in THF was added LiHMDS in THF and the mixture was stirred for 30 minutes and then the solution of 5-chloro-1H-indole-2-carbaldehyde was added to the reaction mixture and stirred for 3 hours. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The product, 5-chloro-2-hept-1-enyl-1H-indole was purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809382B2
Source datasetuspto-grants-2014_08
ORD IDord-6ba67f2cc1b5452ca7cc6b6309b94b4b
Source noteuspto-grants-2014_08