Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2307413Generated: October 28, 2026

Methyl chloroformate → Methyl 2,3-dihydro-1H-indole-1-carboxylate

https://huagongshe.com/reaction/2307413

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl chloroformateHCID 6586—
ReactantTriethylamineHCID 8471—
ReactantIndolineHCID 10328—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductMethyl 2,3-dihydro-1H-indole-1-carboxylateHCID 69008399.3%

Reaction Steps

A mixture of indoline (11.97 g, 0.1 mol), methyl chloroformate (15.45 mL, 0.2 mol), triethylamine (40.4 g, 0.4 mol), and DMAP (0.5 g, 0.004 mol) in CH2Cl2 (100 mL) was stirred for 16 hours. The reaction mixture was quenched with water (10 mL). The reaction was extracted with CH2Cl2 (1×40 mL). The organic layer washed with water (1×50 mL), dried over anhydrous magnesium sulfate, filtered and the resultant filtrate was concentrated in vacuo to provide the title compound (17.6 g, 99%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06831080B2
Source datasetuspto-grants-2004_12
ORD IDord-fb6e172a4c7c470882b10a1552740b38
Source noteuspto-grants-2004_12