Technology Process of (E)-6-(1-butenyl)-2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethylbenzamide
There total 5 articles about (E)-6-(1-butenyl)-2,4-bis(dimethyl(1,1-dimethylethyl)silyloxy)-N,N-diethylbenzamide which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
n-propyltriphenylphosphonium bromide;
With
phenyllithium; lithium bromide;
In
tetrahydrofuran; dibutyl ether;
at -75 - 20 ℃;
for 0.5h;
Inert atmosphere;
2,4-bis((tert-butyldimethylsilyl)oxy)-N,N-diethyl-6-formylbenzamide;
In
tetrahydrofuran; dibutyl ether;
at -75 - 20 ℃;
for 1.5h;
Ionic liquid;
With
hydrogenchloride; potassium tert-butylate;
In
tetrahydrofuran; diethyl ether; dibutyl ether;
at 20 ℃;
for 1h;
stereoselective reaction;
Inert atmosphere;
DOI:10.1080/00397911.2012.681827
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: trimethylaluminum / toluene / 1 h / -5 - 50 °C / Inert atmosphere
1.2: 20 h / Reflux; Inert atmosphere
2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -80 °C / Inert atmosphere
2.2: 2 h / -80 - -15 °C / Inert atmosphere
3.1: lithium bromide; phenyllithium / tetrahydrofuran; dibutyl ether / 0.5 h / -75 - 20 °C / Inert atmosphere
3.2: 1.5 h / -75 - 20 °C / Ionic liquid
3.3: 1 h / 20 °C / Inert atmosphere
With
trimethylaluminum; tert.-butyl lithium; phenyllithium; lithium bromide;
In
tetrahydrofuran; dibutyl ether; toluene; pentane;
3.1: |Schlosser Modification / 3.2: |Schlosser Modification / 3.3: |Schlosser Modification;
DOI:10.1080/00397911.2012.681827
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: tert.-butyl lithium / tetrahydrofuran; pentane / 2 h / -80 °C / Inert atmosphere
1.2: 2 h / -80 - -15 °C / Inert atmosphere
2.1: lithium bromide; phenyllithium / tetrahydrofuran; dibutyl ether / 0.5 h / -75 - 20 °C / Inert atmosphere
2.2: 1.5 h / -75 - 20 °C / Ionic liquid
2.3: 1 h / 20 °C / Inert atmosphere
With
tert.-butyl lithium; phenyllithium; lithium bromide;
In
tetrahydrofuran; dibutyl ether; pentane;
2.1: |Schlosser Modification / 2.2: |Schlosser Modification / 2.3: |Schlosser Modification;
DOI:10.1080/00397911.2012.681827
