1,2,3,4-Tetrahydroisoquinoline → 2-[2-(2-Methoxy-4-nitrophenoxy)ethyl]-1,2,3,4-tetrahydroisoquinoline

Participants

Role	Name	HCID	Charge
Reactant	1,2,3,4-Tetrahydroisoquinoline	HCID 7046	—
Reactant	1-(2-Bromoethoxy)2-methoxy-4-nitrobenzene	HCID 12937254	—
Solvent	Dichloromethane methanol	HCID 21226129	—
Product	2-[2-(2-Methoxy-4-nitrophenoxy)ethyl]-1,2,3,4-tetrahydroisoquinoline	HCID 68816329	—

Reaction Steps

Prepared analogously to Example 1.1.c. from 1 g (3.622 mmol) of 1-(2-bromoethoxy)-2-methoxy-4-nitrobenzene and 1.36 mL (10.87 mmol) of 1,2,3,4-tetrahydroisoquinoline. Yield: 1.4 g (77% of theory); C18H20N2O4 (M=328.36); calc.: molecular ion peak (M+H)+: 329; found: molecular ion peak (M+H)+: 329; Rf value: 0.7 (silica gel, dichloromethane/methanol (9:1)).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US07592373B2
Source dataset	uspto-grants-2009_09
ORD ID	ord-d60826dd6dd3487bb9a6cf8b186fbba5
Source note	uspto-grants-2009_09