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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1004685Generated: October 30, 2026

Water → 5-(2-Chloroethyl)Oxindole

https://huagongshe.com/reaction/1004685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylsilaneHCID 12052—
Reactant5-(Chloroacetyl)-1,3-dihydro-2H-indol-2-oneHCID 2060576—
SolventTrifluoroacetic acidHCID 6422—
Product5-(2-Chloroethyl)OxindoleHCID 1458139265%

Reaction Steps

5-Chloroacetyl-2-oxindole(4.18 g) in 30 mL of trifluoroacetic acid in an ice bath was treated with 4.65 g of triethylsilane and stirred at room temperature for 3 hours. The mixture was poured into 150 mL of water and the precipitate collected by vacuum filtration, washed with 50 mL of water and dried to give 2.53 g (65% yield) of 5-(2-chloroethyl)-2-oxindole as a reddish-brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06051593
Source datasetuspto-grants-2000_04
ORD IDord-b9d58709274143f7a4f55b4415d32860
Source noteuspto-grants-2000_04