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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 503817Generated: November 5, 2026

Trifluoroacetic acid → 5-(2-Chloroethyl)-6-chlorooxindole

https://huagongshe.com/reaction/503817

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant5-chloroacetyl-6-chlorooxindoleHCID 3730946—
Product5-(2-Chloroethyl)-6-chlorooxindoleHCID 1060947492.2%

Reaction Conditions

Temperature42.5 °C

Reaction Steps

A mixture of 130 g of 5-(2-chloroacetyl)-6-chlorooxindole, 455 ml of trifluoroacetic acid and 148.6 g of triethylsilane was maintained at a temperature of about 40-45° C. for 7 hours. The reaction mass was filtered at −5 to 0° C. after maintaining for 1 to 2 hours at the same temperature. The compound was washed with 130 ml of water and further slurried in 650 ml of water. After separation from the water, it was then dried to yield 113 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07777037B2
Source datasetuspto-grants-2010_08
ORD IDord-6dc5fda829294e978156d1043442b08f
Source noteuspto-grants-2010_08