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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 248922Generated: October 29, 2026

Methanol → HCID 18946729, compound

https://huagongshe.com/reaction/248922

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 (P) 11.5 g) (prepared, e.g., as described in Preparation 10), 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 (Q), as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05212195
Source datasetuspto-grants-1993_05
ORD IDord-b85ec6f1dd6e40d080cb71f7e976eb67
Source noteuspto-grants-1993_05