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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1769204Generated: November 1, 2026

Methanol → HCID 18946729, compound

https://huagongshe.com/reaction/1769204

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantPhosgeneHCID 6371—
ReactantHCID 18946596HCID 18946596—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 18946729HCID 18946729—

Reaction Steps

A solution of phosgene in toluene (37 ml, 1.9M) was added to a solution of methyl 2-(n-butyl)indole-7-carboxylate (32) (11.5 g) (prepared, e.g., as described in Preparation 21), at 5° C. in dichloromethane (75 ml). The solution was stirred at room temperature for 16 hours, cooled in an ice bath, and treated with methanol (20 ml). Water was added, and the dichloromethane layer was separated and solvent evaporated under reduced pressure. Chromatography on silica gel, eluting with 20% ethyl acetate/hexane, afforded dimethyl 2-(n-butyl)indole-3,7-dicarboxylate (7.4 g), a compound of Formula (33), as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05380739
Source datasetuspto-grants-1995_01
ORD IDord-30b6d483654649d1993b8a38d25b93fa
Source noteuspto-grants-1995_01