Technology Process of 1-methyl-4-{[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]sulfonyl}benzene
There total 16 articles about 1-methyl-4-{[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]sulfonyl}benzene which
guide to synthetic route it.
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synthetic route:
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68731-63-5
1-methyl-4-{[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]sulfonyl}benzene
- Guidance literature:
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Multi-step reaction with 13 steps
1: 44 percent / SeO2 / aq. ethanol / 9 h / Heating
2: 72 percent / NaBH4 / methanol / 5 h / -10 °C
3: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C
4: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h
5: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C
6: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C
7: 78 percent / dimethylformamide / 24 h / Ambient temperature
8: 1.) n-BuLi, 3.) H2O, KOH
9: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C
10: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature
11: 1.) n-BuLi, 3.) H2O, KOH
12: 70 percent / Li, ethylamine / diethyl ether
13: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature
With
pyridine; potassium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; selenium(IV) oxide; water; phosphorus tribromide; lithium; ethylamine;
In
methanol; diethyl ether; ethanol; N,N-dimethyl-formamide;
DOI:10.1039/P19810000761
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68731-63-5
1-methyl-4-{[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]sulfonyl}benzene
- Guidance literature:
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Multi-step reaction with 12 steps
1: 72 percent / NaBH4 / methanol / 5 h / -10 °C
2: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C
3: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h
4: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C
5: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C
6: 78 percent / dimethylformamide / 24 h / Ambient temperature
7: 1.) n-BuLi, 3.) H2O, KOH
8: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C
9: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature
10: 1.) n-BuLi, 3.) H2O, KOH
11: 70 percent / Li, ethylamine / diethyl ether
12: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature
With
pyridine; potassium hydroxide; sodium tetrahydroborate; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; water; phosphorus tribromide; lithium; ethylamine;
In
methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/P19810000761
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68731-63-5
1-methyl-4-{[(2E,6E,10E,14E,18E,22E,26E)-3,7,11,15,19,23,27,31-octamethyldotriaconta-2,6,10,14,18,22,26,30-octaen-1-yl]sulfonyl}benzene
- Guidance literature:
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Multi-step reaction with 11 steps
1: 94 percent / PBr3, pyridine / diethyl ether / 6 h / 0 °C
2: 1.) n-BuLi / 1.) THF, HMPA, hexane, -78 deg C, 1.5 h, 2.) 6 h
3: 5percent sodium amalgam, disodium hydrogen phosphate / methanol / 2 h / 0 °C
4: 91 percent / PBr3, pyridine / diethyl ether / 6 h / -5 °C
5: 78 percent / dimethylformamide / 24 h / Ambient temperature
6: 1.) n-BuLi, 3.) H2O, KOH
7: 63 percent / Li, ethylamine / diethyl ether / 1 h / -78 °C
8: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature
9: 1.) n-BuLi, 3.) H2O, KOH
10: 70 percent / Li, ethylamine / diethyl ether
11: 1.) PBr3, pyridine / 1.) ether, 2.) DMF, ambient temperature
With
pyridine; potassium hydroxide; disodium hydrogenphosphate; sodium amalgam; n-butyllithium; water; phosphorus tribromide; lithium; ethylamine;
In
methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1039/P19810000761