Technology Process of 3-((1E,3E,5E,7E)-9-Hydroxy-3,7-dimethyl-nona-1,3,5,7-tetraenyl)-4-hydroxymethyl-2,4-dimethyl-cyclohex-2-enone
There total 11 articles about 3-((1E,3E,5E,7E)-9-Hydroxy-3,7-dimethyl-nona-1,3,5,7-tetraenyl)-4-hydroxymethyl-2,4-dimethyl-cyclohex-2-enone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium hydroxide;
In
methanol; water;
for 0.5h;
Ambient temperature;
DOI:10.1021/jo00348a042
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) a) NaH, b) n-BuLi / 1.) a) THF, 0 deg C, 1.5 h, b) hexane, 0 deg C, 1.25 h, 2.) -70 deg C, 1 h
2: 54 percent / methanesulfonic acid / acetic acid / 5.5 h / Ambient temperature
3: 1.) sodium methoxide / 2.) room temp., 16 h
4: 83 percent / sodium borohydride / methanol / 3 h / Ambient temperature
5: p-toluenesulfonic acid / tetrahydrofuran / 1 h / Ambient temperature
6: 68 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 2 h / -20 - 0 °C
7: pyridine / 1 h / Ambient temperature
8: 72 percent / aq. H2SO4 / acetone / 1.5 h / Ambient temperature
9: 70 percent / manganese dioxide / CH2Cl2 / 5 h / Ambient temperature
10: 69 percent / sodium hydroxide / methanol; H2O / 0.5 h / Ambient temperature
With
manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; methanesulfonic acid; sulfuric acid; sodium methylate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; acetic acid; acetone;
DOI:10.1021/jo00348a042
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 1.) a) NaH, b) n-BuLi / 1.) a) THF, 0 deg C, 1.5 h, b) hexane, 0 deg C, 1.25 h, 2.) -70 deg C, 1 h
2: 54 percent / methanesulfonic acid / acetic acid / 5.5 h / Ambient temperature
3: 1.) sodium methoxide / 2.) room temp., 16 h
4: 83 percent / sodium borohydride / methanol / 3 h / Ambient temperature
5: p-toluenesulfonic acid / tetrahydrofuran / 1 h / Ambient temperature
6: 68 percent / diisobutylaluminium hydride / tetrahydrofuran; hexane / 2 h / -20 - 0 °C
7: pyridine / 1 h / Ambient temperature
8: 72 percent / aq. H2SO4 / acetone / 1.5 h / Ambient temperature
9: 70 percent / manganese dioxide / CH2Cl2 / 5 h / Ambient temperature
10: 69 percent / sodium hydroxide / methanol; H2O / 0.5 h / Ambient temperature
With
manganese(IV) oxide; sodium hydroxide; sodium tetrahydroborate; n-butyllithium; methanesulfonic acid; sulfuric acid; sodium methylate; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; pyridine; methanol; hexane; dichloromethane; water; acetic acid; acetone;
DOI:10.1021/jo00348a042
