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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4954Generated: October 25, 2026

4-Chlorobutyryl chloride → 1,4-Benzodioxan

https://huagongshe.com/reaction/4954

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chlorobutyryl chlorideHCID 78370—
ReactantEthyl indole-5-carboxylateHCID 10987040—
Reactant3-(4-Aminobutyl)-5-ethoxycarbonylindoleHCID 19797347—
SolventAcetoneHCID 180—
SolventWaterHCID 962—
Product1,4-BenzodioxanHCID 10301—
Product3-(4-Chlorobutyl)-5-ethoxycarbonylindoleHCID 19438863—
Product3(4-Phthalimidobutyl)-5-ethoxycarbonylindoleHCID 19797343—

Reaction Steps

A mixture of 2.18 g of 3-(4-aminobutyl)-5-ethoxycarbonylindole [obtainable from 5-ethoxycarbonylindole by reaction with 4-chlorobutyryl chloride, reduction of the product to give 3-(4-chlorobutyl)-5-ethoxycarbonylindole and conversion into 3(4-phthalimidobutyl)-5-ethoxycarbonylindole] and one equivalent of 6-N,N-bis(2-chloroethyl)amino)-1,4-benzodioxane ("B") in 40 ml of acetone and 40 ml of water is boiled for 24 hours and worked up in the conventional manner. 6-[4-(4-(5-ethoxycarbonylindol-3-yl)butyl)piperazino]-1,4-benzodioxane is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05242925
Source datasetuspto-grants-1993_09
ORD IDord-cd278516758a47cb98650ef6509a3367
Source noteuspto-grants-1993_09