Technology Process of 1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
There total 12 articles about 1-(3-hydroxybenzyl)-7-hydroxy-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
With
palladium 10% on activated carbon; hydrogen; acetic acid;
In
methanol;
for 16h;
DOI:10.1021/jo201056f
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: ammonium acetate / acetic acid / 5 h / Reflux
2.1: lithium aluminium tetrahydride / tetrahydrofuran / Inert atmosphere; Reflux
3.1: triethylamine / dichloromethane / 3 h / 20 °C
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux
5.1: sodium hydroxide / chloroform / 0 - 20 °C
6.1: trichlorophosphate / acetonitrile / 3 h / Reflux; Inert atmosphere
6.2: 20 °C / Inert atmosphere; Cooling with ice
7.1: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 16 h
With
lithium aluminium tetrahydride; palladium 10% on activated carbon; ammonium acetate; hydrogen; acetic acid; triethylamine; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetic acid; acetonitrile;
1.1: Henry reaction / 5.1: Schotten-Baumann reaction / 6.1: Bischler-Napieralski cyclization;
DOI:10.1021/jo201056f
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / 3 h / 20 °C
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Inert atmosphere; Reflux
3.1: sodium hydroxide / chloroform / 0 - 20 °C
4.1: trichlorophosphate / acetonitrile / 3 h / Reflux; Inert atmosphere
4.2: 20 °C / Inert atmosphere; Cooling with ice
5.1: palladium 10% on activated carbon; hydrogen; acetic acid / methanol / 16 h
With
lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; acetic acid; triethylamine; sodium hydroxide; trichlorophosphate;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetonitrile;
3.1: Schotten-Baumann reaction / 4.1: Bischler-Napieralski cyclization;
DOI:10.1021/jo201056f