Technology Process of rac-6-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-1,4-dimethoxynaphthalene
There total 2 articles about rac-6-[2-(2,2-dimethyl-6-methylidenecyclohexyl)ethyl]-1,4-dimethoxynaphthalene 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:
-
(+/-)-2-(2-Iodoethyl)-3-methylene-1,1-dimethylcyclohexane;
With
tert.-butyl lithium;
In
diethyl ether; pentane;
at -78 ℃;
for 0.05h;
With
9-methoxy-9-BBN;
In
tetrahydrofuran; diethyl ether; hexane;
at -78 - 20 ℃;
for 85h;
6-bromo-1,4-dimethoxynaphthalene;
With
potassium phosphate;
tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; diethyl ether; hexane;
at 80 ℃;
for 16h;
DOI:10.1016/S0040-4039(03)01669-1
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: H2 / PtO2 / ethyl acetate
2.1: NaH / dimethylformamide
3.1: tert-BuLi / diethyl ether; pentane / 0.05 h / -78 °C
3.2: B-methoxy-9-borabicyclo[3.3.1]-nonane / diethyl ether; hexane; tetrahydrofuran / 85 h / -78 - 20 °C
3.3: 55 percent / K3PO4 / Pd(PPh3)4 / diethyl ether; hexane; tetrahydrofuran / 16 h / 80 °C
With
hydrogen; tert.-butyl lithium; sodium hydride;
platinum(IV) oxide;
In
diethyl ether; ethyl acetate; N,N-dimethyl-formamide; pentane;
3.1: B-alkyl Suzuki-Miyaura coupling / 3.2: B-alkyl Suzuki-Miyaura coupling / 3.3: B-alkyl Suzuki-Miyaura coupling;
DOI:10.1016/S0040-4039(03)01669-1
