Technology Process of 8a(1H)-Isoquinolinecarboxylic acid,
5-[2-(acetyloxy)phenoxy]-2,3,4,6,7,8-hexahydro-2-methyl-1,6-dioxo-,
methyl ester
There total 11 articles about 8a(1H)-Isoquinolinecarboxylic acid,
5-[2-(acetyloxy)phenoxy]-2,3,4,6,7,8-hexahydro-2-methyl-1,6-dioxo-,
methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
2: acetic acid, water, sodium acetate / benzene / 1.5 h / Heating
3: 69 percent / 30percent H2O2, aq. NaOH / methanol / 2.5 h / 10 - 20 °C
4: 46 percent / KH / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) RT, 3.5 h, 2.) reflux, 25 h
5: 1.) H2, 2.) pyridine / 1.) 5percent Pd/C / 1.) ethyl acetate, 1 atm, 5 h, 2.) CH2Cl2, RT, 12 h
With
pyridine; sodium hydroxide; water; hydrogen; dihydrogen peroxide; sodium acetate; potassium hydride; acetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; benzene;
DOI:10.1021/jo00202a014
- Guidance literature:
-
Multi-step reaction with 6 steps
1: NaH / benzene; ethanol
3: acetic acid, water, sodium acetate / benzene / 1.5 h / Heating
4: 69 percent / 30percent H2O2, aq. NaOH / methanol / 2.5 h / 10 - 20 °C
5: 46 percent / KH / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) RT, 3.5 h, 2.) reflux, 25 h
6: 1.) H2, 2.) pyridine / 1.) 5percent Pd/C / 1.) ethyl acetate, 1 atm, 5 h, 2.) CH2Cl2, RT, 12 h
With
pyridine; sodium hydroxide; water; hydrogen; dihydrogen peroxide; sodium acetate; potassium hydride; sodium hydride; acetic acid;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; benzene;
DOI:10.1021/jo00202a014
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) Mg / 1.) THF, 2 h, 2.) RT, 30 min
2: Na2Cr2O7/H2SO4 (Jones reagent) / acetone / 0.08 h / 0 °C
3: 86 percent / KOH / methanol; benzene / 48 h / Ambient temperature
4: 21 percent / KH / benzene; dioxane / 12 h / Heating
5: 1.) H2, 2.) pyridine / 1.) 5percent Pd/C / 1.) ethyl acetate, 1 atm, 5 h, 2.) CH2Cl2, RT, 12 h
With
pyridine; potassium hydroxide; sodium dichromate; sulfuric acid; hydrogen; potassium hydride; magnesium;
palladium on activated charcoal;
In
1,4-dioxane; methanol; acetone; benzene;
DOI:10.1021/jo00202a014