Technology Process of 3-Hydroxy-5-methoxy-4-(2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzene-1,2-dicarbaldehyde
There total 13 articles about 3-Hydroxy-5-methoxy-4-(2,5,5,8a-tetramethyl-3,4,4a,5,8,8a-hexahydro-naphthalen-1-ylmethyl)-benzene-1,2-dicarbaldehyde which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
acetic acid;
In
tetrahydrofuran; water;
for 13h;
Yield given;
Ambient temperature;
DOI:10.1021/ja00295a025
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 82 percent / p-toluenesulfonic acid / CH2Cl2 / 12 h / 0 °C
2: 99 percent / lithium aluminum hydride / diethyl ether; benzene / 2 h / 25 °C
3: 93 percent / imidazole / 24 h / Ambient temperature
4: tetramethylethylenediamine, n-butyllithium / hexane / 15 h / Ambient temperature
5: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h
6: 280 mg / 1.) oxalyl chloride, dimethyl sulfoxide; 2.) triethylamine / CH2Cl2 / 1.) -78 degC, 45 min; 2.) room t., 1.3 h
7: acetic acid / tetrahydrofuran; H2O / 13 h / Ambient temperature
With
1H-imidazole; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; benzene;
DOI:10.1021/ja00295a025
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) mercuric trifluoroacetate / 1.) nitromethane, -5 degC, 5 min; 2.) benzene, irradiation, 5 min
2: 83 percent / sodium periodate / tetrahydrofuran; H2O / 12 h / Ambient temperature
3: 90 percent / potassium hydride / 1,2-dimethoxy-ethane / 0.5 h / 60 °C
4: 74 percent / lithium aluminum hydride / diethyl ether / 15 h / 23 °C
5: phosphorus tribromide / diethyl ether / 0.17 h / 0 °C
6: tetramethylethylenediamine, n-butyllithium / hexane / 15 h / Ambient temperature
7: 100 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0.5 h
8: 280 mg / 1.) oxalyl chloride, dimethyl sulfoxide; 2.) triethylamine / CH2Cl2 / 1.) -78 degC, 45 min; 2.) room t., 1.3 h
9: acetic acid / tetrahydrofuran; H2O / 13 h / Ambient temperature
With
sodium periodate; lithium aluminium tetrahydride; n-butyllithium; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; tetrabutyl ammonium fluoride; mercury(II) trifluoroacetate; phosphorus tribromide; potassium hydride; acetic acid; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; hexane; dichloromethane; water;
DOI:10.1021/ja00295a025
