Technology Process of 2,4,6,8-Nonatetraenoic acid,
9-(2,6-dimethyl-1-cyclohexen-1-yl)-3,7-dimethyl-, ethyl ester,
(2E,4E,6Z,8E)-
There total 4 articles about 2,4,6,8-Nonatetraenoic acid,
9-(2,6-dimethyl-1-cyclohexen-1-yl)-3,7-dimethyl-, ethyl ester,
(2E,4E,6Z,8E)- which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
1,3-dimethyl-2-iodo-cyclohex-1-ene;
With
tert.-butyl lithium;
In
tetrahydrofuran; pentane;
at -78 ℃;
for 1h;
With
Trimethyl borate;
In
tetrahydrofuran; pentane;
at 0 ℃;
for 1h;
(2E,4E,6Z,8E)-9-Iodo-3,7-dimethyl-nona-2,4,6,8-tetraenoic acid ethyl ester;
With
TlOH;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; pentane;
at 25 ℃;
for 3h;
Further stages.;
DOI:10.1021/jo010711v
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: 85 percent / H2NNH2*H2O; Et3N / ethanol / 100 °C
2.1: I2; DBN / diethyl ether / 15 h
2.2: 65 percent / DBN / benzene / 2.5 h / Heating
3.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C
3.2: B(OMe)3 / tetrahydrofuran; pentane / 1 h / 0 °C
3.3: 93 percent / aq. TlOH / Pd(PPh3)4 / tetrahydrofuran; pentane / 3 h / 25 °C
With
2,6-dichloro-benzonitrile; iodine; tert.-butyl lithium; hydrazine hydrate; triethylamine;
In
tetrahydrofuran; diethyl ether; ethanol; pentane;
3.3: Suzuki coupling;
DOI:10.1021/jo010711v
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: I2; DBN / diethyl ether / 15 h
1.2: 65 percent / DBN / benzene / 2.5 h / Heating
2.1: t-BuLi / tetrahydrofuran; pentane / 1 h / -78 °C
2.2: B(OMe)3 / tetrahydrofuran; pentane / 1 h / 0 °C
2.3: 93 percent / aq. TlOH / Pd(PPh3)4 / tetrahydrofuran; pentane / 3 h / 25 °C
With
2,6-dichloro-benzonitrile; iodine; tert.-butyl lithium;
In
tetrahydrofuran; diethyl ether; pentane;
2.3: Suzuki coupling;
DOI:10.1021/jo010711v
