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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 431042Generated: November 1, 2026

Acetyl chloride → HCID 22217727, compound

https://huagongshe.com/reaction/431042

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
ReactantdimethylindolineHCID 583485—
SolventDichloromethaneHCID 6344—
ProductHCID 22217727HCID 2221772782%

Reaction Steps

A solution of dimethyl indoline (65 mg, 0.44 mmol) and triethylamine (0.12 mL, 0.88 mmol) in dry dichloromethane (3 mL) was treated with acetyl chloride (0.05 mL, 0.66 mmol) at 0° C. The mixture was allowed to warm to room temperature and was stirred for 16 h. Then the reaction mixture was quenched with water and the product was extracted into ether. The organic layer was washed with water and brine, dried (sodium sulfate) filtered and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (eluent: 30% EtOAc in hexanes) to give N-acetyl dimethyl indoline as a light yellow oil (68 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06656933B2
Source datasetuspto-grants-2003_12
ORD IDord-aadc1fc740c54a44a411b28b578b51f1
Source noteuspto-grants-2003_12