Technology Process of 1-(2-benzyloxybenzyl)-8-bromo-6-methoxy-2-ethyl-1,2,3,4-tetrahydroisoquinoline
There total 7 articles about 1-(2-benzyloxybenzyl)-8-bromo-6-methoxy-2-ethyl-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
N-(3-bromo-5-methoxyphenethyl)-2-benzyloxyphenylacetamide;
With
trichlorophosphate;
In
acetonitrile;
for 1h;
Heating;
ethyl iodide;
In
acetonitrile;
for 3h;
Heating;
With
sodium tetrahydroborate;
In
methanol; chloroform;
at 20 ℃;
for 0.5h;
Further stages.;
DOI:10.1021/jm991034o
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 50 percent / aq. KMnO4; pyridine / 24 h / 75 °C
2.1: 81 percent / LiAlH4 / diethyl ether / 3 h / 20 °C
3.1: 95 percent / pyridinium chlorochromate / CH2Cl2 / 2 h
4.1: 72 percent / methylamine hydrochloride / ethanol / 24 h / 20 °C
5.1: conc. HCl; zinc amalgam / methanol / 3 h / 55 °C
6.1: 64 percent / xylene / 8 h / Heating
7.1: POCl3 / acetonitrile / 1 h / Heating
7.2: acetonitrile / 3 h / Heating
7.3: 40 percent / NaBH4 / CHCl3; methanol / 0.5 h / 20 °C
With
pyridine; hydrogenchloride; potassium permanganate; amalgamated zinc; lithium aluminium tetrahydride; methylamine hydrochloride; pyridinium chlorochromate; trichlorophosphate;
In
methanol; diethyl ether; ethanol; dichloromethane; acetonitrile; xylene;
1.1: Oxidation / 2.1: Reduction / 3.1: Oxidation / 4.1: Condensation / 5.1: Reduction / 6.1: Acylation / 7.1: Cyclization / 7.2: Alkylation / 7.3: Reduction;
DOI:10.1021/jm991034o
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 81 percent / LiAlH4 / diethyl ether / 3 h / 20 °C
2.1: 95 percent / pyridinium chlorochromate / CH2Cl2 / 2 h
3.1: 72 percent / methylamine hydrochloride / ethanol / 24 h / 20 °C
4.1: conc. HCl; zinc amalgam / methanol / 3 h / 55 °C
5.1: 64 percent / xylene / 8 h / Heating
6.1: POCl3 / acetonitrile / 1 h / Heating
6.2: acetonitrile / 3 h / Heating
6.3: 40 percent / NaBH4 / CHCl3; methanol / 0.5 h / 20 °C
With
hydrogenchloride; amalgamated zinc; lithium aluminium tetrahydride; methylamine hydrochloride; pyridinium chlorochromate; trichlorophosphate;
In
methanol; diethyl ether; ethanol; dichloromethane; acetonitrile; xylene;
1.1: Reduction / 2.1: Oxidation / 3.1: Condensation / 4.1: Reduction / 5.1: Acylation / 6.1: Cyclization / 6.2: Alkylation / 6.3: Reduction;
DOI:10.1021/jm991034o
