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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1354058Generated: October 27, 2026

Triethylamine → 3-chloro-1-(2,3-dihydro-1H-indol-1-yl)propan-1-one

https://huagongshe.com/reaction/1354058

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantIndolineHCID 10328—
Reactant3-Chloropropionyl chlorideHCID 69364—
SolventTetrahydrofuranHCID 8028—
Product3-chloro-1-(2,3-dihydro-1H-indol-1-yl)propan-1-oneHCID 2794881—

Reaction Conditions

Temperature10 °C

Reaction Steps

A mixture of 2,3-dihydro-1H-indole (50 g), triethylamine (132 g) and tetrahydrofuran (1000 mL) was cooled down to 10° C. followed by the addition (over a period of 60 min) of a solution of 3-chloropropanoyl chloride (55 g) in tetrahydrofuran (400 mL). The mixture was filtered, and the remaining solution was evaporated in vacuo to dryness. The residue was purified by flash chromatography (eluent: ethyl acetate/heptane 1:3) giving the title compound as a crystalline white material (31 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07223765B2
Source datasetuspto-grants-2007_05
ORD IDord-78821417ee3743bd976f9b2cc3931b2f
Source noteuspto-grants-2007_05