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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1826996Generated: November 3, 2026

1-Chloroethyl chloroformate → Methyl 2,3-dihydro-1H-isoindole-4-carboxylate--hydrogen chloride (1/1)

https://huagongshe.com/reaction/1826996

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloroethyl chloroformateHCID 521305—
ReactantMethyl 2-benzylisoindoline-4-carboxylateHCID 19828480—
SolventDichloromethaneHCID 6344—
ProductMethyl 2,3-dihydro-1H-isoindole-4-carboxylate--hydrogen chloride (1/1)HCID 19828511—

Reaction Conditions

Temperature-10 °C

Reaction Steps

To a solution of 2-benzyl-2,3-dihydro-1H-isoindole-4-carboxylic acid methyl ester (0.3 g, 1.12 mmol) in dichloromethane (4 ml) at −10° C., was added dropwise α-chloroethyl chloroformate (0.16 ml, 1.46 mmol) and stirred at −10° C. for 30 mins. The solvent was removed by evaporation under reduced pressure and the residue dissolved in methanol (5 ml) and heated to 90° C. for 40 mins. The solution was cooled to room temperature and the solvent removed by evaporation under reduced pressure. The residue was diluted with ethyl acetate (30 ml), extracted into sat. NaOH solution to give a hygroscopic solid, used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053122B2
Source datasetuspto-grants-2006_05
ORD IDord-3fb2d936563a4b9095f5ce5b3f2dcfd0
Source noteuspto-grants-2006_05