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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087044Generated: November 1, 2026

Chloroacetyl chloride → 5-(2-chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-2-one

https://huagongshe.com/reaction/1087044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactant3,3-Dimethyl-1,3-dihydro-indol-2-oneHCID 313100—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product5-(2-chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-2-oneHCID 10752379103.3%

Reaction Steps

10.8 g (66.4 mmoles) 3,3-dimethyl-3H-indol-2-one are slowly added (in 1 h) to a suspension of 26 7 g (200 mmoles) aluminium chloride and 15 g, that is 10.58 ml (133 mmoles) chloroacetyl chloride in 60 ml dichloromethane, then the mixture is heated under reflux for 1 h 30 min. The brown suspension obtained is slowly poured into 500 ml ice-water, the mixture is stirred for 30 min and then filtered and the solid is washed with a little ether and dried. 16.3 g of crystals are obtained, which are used as such in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05034401
Source datasetuspto-grants-1991_07
ORD IDord-32872acd133a4693bd4560d2c204ec1f
Source noteuspto-grants-1991_07