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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679665Generated: October 30, 2026

Allyl bromide → 2-(Prop-2-en-1-yl)-1,2,3,4-tetrahydrobenzo[g]isoquinolin-5-amine

https://huagongshe.com/reaction/1679665

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAllyl bromideHCID 7841—
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
Reactant1,2,3,4-Tetrahydrobenzo[g]isoquinolin-5-amineHCID 20361702—
SolventWaterHCID 962—
SolventChloroformHCID 6212—
Product2-(Prop-2-en-1-yl)-1,2,3,4-tetrahydrobenzo[g]isoquinolin-5-amineHCID 20361713—

Reaction Steps

A mixture of 7.9 g of 5-amino-1,2,3,4-tetrahydrobenzo[g]isoquinoline, 5.3 g of allyl bromide, 2.6 g of triethylamine in 50 ml of anhydrous chloroform is heated to the boil for 4.5 hours while stirring. 100 ml of water are added to the resulting solution after cooling to room temperature, the solution is made alkaline with 40% caustic soda solution, and the organic phase is separated off. The organic solution is washed neutral with water, dried over sodium sulphate and concentrated by evaporation. The residue is recrystallized twice from methanol. M.Pt. of the title compound: 74° - 76°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04081543
Source datasetuspto-grants-1978_03
ORD IDord-63187a476e0a4fe59ff306a70cdb27be
Source noteuspto-grants-1978_03