Technology Process of methyl 4-[(E)-3-oxo-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1-propenyl]benzoate
There total 9 articles about methyl 4-[(E)-3-oxo-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-quinoxalinyl)-1-propenyl]benzoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydroxide;
In
methanol;
at 20 ℃;
for 12h;
DOI:10.1021/jm990063w
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 99 percent / H2SO4 / 16 h / Heating
2.1: 85 percent / Na / xylene / 2 h / 100 °C
3.1: 70 percent / aq. CrO3; AcOH / 3 h / 15 °C
4.1: NaOH / methanol / 48 h / Heating
4.2: 72 percent / H2SO4 / 6 h / Heating
5.1: 60 percent / DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C
6.1: 89 percent / oxalyl chloride; dimethyl sulfoxide / CH2Cl2 / 0.25 h / -60 °C
7.1: diethyl ether / 0.5 h / 0 °C
8.1: 60 percent / (COCl)2; DMSO / CH2Cl2 / 0.25 h / -60 °C
9.1: 84 percent / NaOH / methanol / 12 h / 20 °C
With
chromium(VI) oxide; sodium hydroxide; oxalyl dichloride; sulfuric acid; sodium; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide;
In
methanol; diethyl ether; dichloromethane; toluene; xylene;
1.1: Esterification / 2.1: Cyclization / 3.1: Oxidation / 4.1: Condensation / 4.2: Cyclization / 5.1: Reduction / 6.1: Swern oxidation / 7.1: Grignard reaction / 8.1: Swern oxidation / 9.1: Condensation;
DOI:10.1021/jm990063w
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 85 percent / Na / xylene / 2 h / 100 °C
2.1: 70 percent / aq. CrO3; AcOH / 3 h / 15 °C
3.1: NaOH / methanol / 48 h / Heating
3.2: 72 percent / H2SO4 / 6 h / Heating
4.1: 60 percent / DIBAL-H / CH2Cl2; toluene / 1 h / -78 °C
5.1: 89 percent / oxalyl chloride; dimethyl sulfoxide / CH2Cl2 / 0.25 h / -60 °C
6.1: diethyl ether / 0.5 h / 0 °C
7.1: 60 percent / (COCl)2; DMSO / CH2Cl2 / 0.25 h / -60 °C
8.1: 84 percent / NaOH / methanol / 12 h / 20 °C
With
chromium(VI) oxide; sodium hydroxide; oxalyl dichloride; sodium; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide;
In
methanol; diethyl ether; dichloromethane; toluene; xylene;
1.1: Cyclization / 2.1: Oxidation / 3.1: Condensation / 3.2: Cyclization / 4.1: Reduction / 5.1: Swern oxidation / 6.1: Grignard reaction / 7.1: Swern oxidation / 8.1: Condensation;
DOI:10.1021/jm990063w
