Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360122Generated: October 30, 2026

Benzoyl chloride → HCID 86659859, compound

https://huagongshe.com/reaction/2360122

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantDiisopropylethylamineHCID 81531—
Reactant5-methoxy-2,3-dihydro-1H-indoleHCID 10701974—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 86659859HCID 8665985965.5%

Reaction Steps

To a solution of 5-methoxyindoline (202 mg, 1.35 mmol) and N,N-diisopropylethylamine (0.34 mL, 2.0 mmol) in 4.0 mL of dry dichloromethane was added benzoyl chloride (0.23 mL, 2.0 mmol) at 0° C. After the reaction mixture was stirred at room temperature for 1 h, the reaction mixture was diluted with ethyl acetate. The solution was washed with saturated NaHCO3 aqueous solution, brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 70/30) to obtain 5-methoxy-1-benzoylindoline (224 mg, 65%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686024B2
Source datasetuspto-grants-2014_04
ORD IDord-91e5c1a183de46128b4233682c74472b
Source noteuspto-grants-2014_04