Technology Process of (+/-)-6-benzyloxy-2-(3-ethylbenzyl)-7-methoxy-3-methyl-1,2,3,4-tetrahydroisoquinoline
There total 9 articles about (+/-)-6-benzyloxy-2-(3-ethylbenzyl)-7-methoxy-3-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:
-
Multi-step reaction with 8 steps
1: ammonium acetate / 22 h / 120 °C
2: sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 0 - 20 °C
3: nickel; hydrazine hydrate / methanol / 18 h / 0 - 40 °C
4: triethylamine; acetic anhydride / dichloromethane / 23 h / 0 °C
5: toluene-4-sulfonic acid / toluene / 22 h / 120 °C
6: potassium hydroxide / ethanol; water / 66 h / 120 °C
7: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 20 h / 20 °C / Microwave irradiation
8: lithium aluminium tetrahydride / tetrahydrofuran / 1 h
With
sodium tetrahydroborate; lithium aluminium tetrahydride; ammonium acetate; acetic anhydride; nickel; toluene-4-sulfonic acid; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1002/cmdc.201300412
- Guidance literature:
-
Multi-step reaction with 7 steps
1: sodium tetrahydroborate / ethanol; tetrahydrofuran / 2 h / 0 - 20 °C
2: nickel; hydrazine hydrate / methanol / 18 h / 0 - 40 °C
3: triethylamine; acetic anhydride / dichloromethane / 23 h / 0 °C
4: toluene-4-sulfonic acid / toluene / 22 h / 120 °C
5: potassium hydroxide / ethanol; water / 66 h / 120 °C
6: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 20 h / 20 °C / Microwave irradiation
7: lithium aluminium tetrahydride / tetrahydrofuran / 1 h
With
sodium tetrahydroborate; lithium aluminium tetrahydride; acetic anhydride; nickel; toluene-4-sulfonic acid; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1002/cmdc.201300412
- Guidance literature:
-
Multi-step reaction with 6 steps
1: nickel; hydrazine hydrate / methanol / 18 h / 0 - 40 °C
2: triethylamine; acetic anhydride / dichloromethane / 23 h / 0 °C
3: toluene-4-sulfonic acid / toluene / 22 h / 120 °C
4: potassium hydroxide / ethanol; water / 66 h / 120 °C
5: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane; tetrahydrofuran / 20 h / 20 °C / Microwave irradiation
6: lithium aluminium tetrahydride / tetrahydrofuran / 1 h
With
lithium aluminium tetrahydride; acetic anhydride; nickel; toluene-4-sulfonic acid; hydrazine hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; potassium hydroxide;
In
tetrahydrofuran; methanol; ethanol; dichloromethane; water; toluene;
DOI:10.1002/cmdc.201300412