Technology Process of 9-methylene-11-phenyl-undeca-2,10-dien-1-al
There total 7 articles about 9-methylene-11-phenyl-undeca-2,10-dien-1-al which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
9-methylene-11-phenyl-undeca-2,10-dien-1-ol;
With
4 A molecular sieve; 4-methylmorpholine N-oxide;
In
dichloromethane;
for 0.25h;
With
tetrapropylammonium perruthennate;
In
dichloromethane;
for 0.25h;
DOI:10.1021/ja054008q
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 99 percent / Et3N; DMAP / CH2Cl2 / 0 - 20 °C
2.1: 82 percent / NaI / acetone / 46 h / Heating
3.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C
3.2: 35 percent / diethyl ether; pentane / -78 - 25 °C
4.1: tBuOK / tetrahydrofuran / 1 h / 20 °C
4.2: 61 percent / tetrahydrofuran / 0 - 20 °C
5.1: 86 percent / TBAF*H2O / tetrahydrofuran / 0 - 20 °C
6.1: N-methylmorpholine-N-oxide; 4A molecular sieves / CH2Cl2 / 0.25 h
6.2: 96 percent / tetrapropylammonium perruthenate / CH2Cl2 / 0.25 h
With
dmap; 4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; tert.-butyl lithium; 4-methylmorpholine N-oxide; triethylamine; sodium iodide;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetone; pentane;
DOI:10.1021/ja054008q
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 82 percent / NaI / acetone / 46 h / Heating
2.1: t-BuLi / diethyl ether; pentane / 0.5 h / -78 °C
2.2: 35 percent / diethyl ether; pentane / -78 - 25 °C
3.1: tBuOK / tetrahydrofuran / 1 h / 20 °C
3.2: 61 percent / tetrahydrofuran / 0 - 20 °C
4.1: 86 percent / TBAF*H2O / tetrahydrofuran / 0 - 20 °C
5.1: N-methylmorpholine-N-oxide; 4A molecular sieves / CH2Cl2 / 0.25 h
5.2: 96 percent / tetrapropylammonium perruthenate / CH2Cl2 / 0.25 h
With
4 A molecular sieve; potassium tert-butylate; tetrabutyl ammonium fluoride; tert.-butyl lithium; 4-methylmorpholine N-oxide; sodium iodide;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetone; pentane;
DOI:10.1021/ja054008q
