Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2397579Generated: October 29, 2026

Ethanol → 8-Chloro-2-(diethylaminoacetyl)-1,2,3,4-tetrahydro-10-phenylpyrazino[1,2-a]indole

https://huagongshe.com/reaction/2397579

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium IodideHCID 5238—
ReactantDiethylamineHCID 8021—
ReactantHCID 68121302HCID 68121302—
Product8-Chloro-2-(diethylaminoacetyl)-1,2,3,4-tetrahydro-10-phenylpyrazino[1,2-a]indoleHCID 2143604670.9%

Reaction Steps

A mixture of 2-chloroacetamido-8-chloro-10-phenyl-1,2,3,4-tetrahydropyrazino[1,2-a]indole (6.80 g, 0.0189 mole), diethylamine (3.46 g, 0.0473 mole) and sodium iodide (2.85 g, 0.019 mole) in ethanol (250 ml) is refluxed for 10 hours, then cooled to room temperature. The solid is removed by filtration and the filtrate is concentrated. The residue is taken up in dichloromethane (350 ml) and extracted with 10% hydrochloric acid (300 ml) in 4 portions. The dichloromethane solution is concentrated to a brown gummy residue. This is extracted with boiling water (500 ml), filtering off the insoluble material. The aqueous solution is basified to pH 10 with excess solid potassium carbonate. A solid is formed which is collected by filtration and is recrystallized from heptane to give the above titled product, 5.30 g (70.9% yield) melting at 117°-119° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04022778
Source datasetuspto-grants-1977_05
ORD IDord-5be7ddeb91704971b60b978b03992e0b
Source noteuspto-grants-1977_05