Technology Process of N-benzyl-1-(3,4-dihydro-2H-benzo[h]chromen-2-yl)methanamine
There total 8 articles about N-benzyl-1-(3,4-dihydro-2H-benzo[h]chromen-2-yl)methanamine which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: palladium 10% on activated carbon; hydrogen / ethanol / 12 h
2.1: potassium hydroxide / water; isopropyl alcohol / 3 h / Reflux
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Reflux
4.1: triethylamine; dmap / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
4.2: 3 h / 20 °C / Inert atmosphere
5.1: sodium azide / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere
6.1: triphenylphosphine / water; tetrahydrofuran / 20 °C / Inert atmosphere
7.1: triethylamine / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
8.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
With
dmap; lithium aluminium tetrahydride; sodium azide; palladium 10% on activated carbon; hydrogen; triethylamine; triphenylphosphine; potassium hydroxide;
In
tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
6.1: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2014.04.053
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: triethylamine; dmap / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
1.2: 3 h / 20 °C / Inert atmosphere
2.1: sodium azide / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere
3.1: triphenylphosphine / water; tetrahydrofuran / 20 °C / Inert atmosphere
4.1: triethylamine / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
With
dmap; lithium aluminium tetrahydride; sodium azide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide;
3.1: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2014.04.053
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: potassium hydroxide / water; isopropyl alcohol / 3 h / Reflux
2.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / Reflux
3.1: triethylamine; dmap / dichloromethane / 0.5 h / 0 °C / Inert atmosphere
3.2: 3 h / 20 °C / Inert atmosphere
4.1: sodium azide / N,N-dimethyl-formamide / 3 h / 60 °C / Inert atmosphere
5.1: triphenylphosphine / water; tetrahydrofuran / 20 °C / Inert atmosphere
6.1: triethylamine / tetrahydrofuran / 0.5 h / 0 - 20 °C / Inert atmosphere
7.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 20 °C
With
dmap; lithium aluminium tetrahydride; sodium azide; triethylamine; triphenylphosphine; potassium hydroxide;
In
tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; isopropyl alcohol;
5.1: |Staudinger Azide Reduction;
DOI:10.1016/j.bmcl.2014.04.053