Technology Process of 4-allyl-4-[(allyloxy)methyl]-2-benzyl-1,2,3,4-tetrahydroisoquinoline
There total 7 articles about 4-allyl-4-[(allyloxy)methyl]-2-benzyl-1,2,3,4-tetrahydroisoquinoline which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: acetic acid / methanol / 0.5 h / 20 °C / Inert atmosphere
1.2: 24 h / 65 °C / Inert atmosphere
2.1: 24 h / 110 °C / Inert atmosphere; Neat (no solvent)
3.1: palladium diacetate; caesium carbonate; triphenylphosphine / toluene / 24 h / 80 °C / Inert atmosphere
4.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -15 °C / Inert atmosphere
4.2: 4 h / -15 - 20 °C / Inert atmosphere
5.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere
6.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere
With
lithium aluminium tetrahydride; palladium diacetate; sodium hydride; caesium carbonate; acetic acid; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
2.1: Michael addition / 3.1: Buchwald-Hartwig α arylation;
DOI:10.1016/j.tet.2012.06.106
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -15 °C / Inert atmosphere
1.2: 4 h / -15 - 20 °C / Inert atmosphere
2.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere
With
lithium aluminium tetrahydride; sodium hydride; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.06.106
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: palladium diacetate; caesium carbonate; triphenylphosphine / toluene / 24 h / 80 °C / Inert atmosphere
2.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 0.5 h / -15 °C / Inert atmosphere
2.2: 4 h / -15 - 20 °C / Inert atmosphere
3.1: lithium aluminium tetrahydride / diethyl ether / 1 h / 0 - 20 °C / Inert atmosphere
4.1: sodium hydride / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere
With
lithium aluminium tetrahydride; palladium diacetate; sodium hydride; caesium carbonate; triphenylphosphine; lithium diisopropyl amide;
In
tetrahydrofuran; diethyl ether; hexane; N,N-dimethyl-formamide; toluene;
1.1: Buchwald-Hartwig α arylation;
DOI:10.1016/j.tet.2012.06.106