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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964351Generated: October 31, 2026

Benzenesulfonyl chloride → 1-(benzenesulfonyl)-2,3-dihydroindole

https://huagongshe.com/reaction/1964351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
ReactantTriethylamineHCID 8471—
ReactantIndolineHCID 10328—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product1-(benzenesulfonyl)-2,3-dihydroindoleHCID 66875796.1%

Reaction Steps

To a mixture of DMAP (1.5 g), benzenesulfonyl chloride (24.0 g, 136 mmol) and indoline (14.7 g, 124 mmol) in CH2Cl2 (200 mL) was added dropwise Et3N (19.0 g, 186 mmol) at 0° C. The mixture was stirred at room temperature overnight. The organic layer was washed with water (2×), dried over Na2SO4 and concentrated to dryness under reduced pressure to obtain 1-(phenylsulfonyl)indoline (30.9 g, 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415387B2
Source datasetuspto-grants-2013_04
ORD IDord-50c6c9e3422244cbbaa38ab0ad2ed578
Source noteuspto-grants-2013_04