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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 704626Generated: October 31, 2026

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

https://huagongshe.com/reaction/704626

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
Reactant3,3-Dimethyl-1,3-dihydro-indol-2-oneHCID 313100—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventCarbon DisulfideHCID 6348—
Product5-(2-chloroacetyl)-3,3-dimethyl-2,3-dihydro-1H-indol-2-oneHCID 10752379103.1%

Reaction Steps

To ice-cooled carbon disulfide (77 ml) were added anhydrous aluminum chloride (61.2 g) and chloroacetyl chloride (36.5 g), and then 2,3-dihydro-3,3-dimethylindol-2-one (24.6 g) was added thereto. The mixture was stirred for 10 minutes at ambient temperature and for 4 hours at 35° to 40° C. The solvent was removed by decantation and to the residue was added ice-water. The resulting crystal was collected, washed with water and dried to give 5-chloroacetyl-2,3-dihydro-3,3-dimethylindol-2-one (37.39 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04988698
Source datasetuspto-grants-1991_01
ORD IDord-8cddfe6d01104f0ca37714b971946698
Source noteuspto-grants-1991_01