Technology Process of (E)-4-(Tetrahydropyran-2-yloxy)-3-methylbut-2-enylchloride
There total 1 articles about (E)-4-(Tetrahydropyran-2-yloxy)-3-methylbut-2-enylchloride 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:
-
Multi-step reaction with 4 steps
1: BaCO3 / dioxane; H2O / Heating
2: CF3CO2H / 48 h
3: 91 percent / LiAlH4 / diethyl ether / 1 h
4: Trioctylphosphine/CCl4 / benzene; petroleum ether / 0.75 h / -20 °C
With
tetrachloromethane; lithium aluminium tetrahydride; TOP; barium carbonate; trifluoroacetic acid;
In
1,4-dioxane; diethyl ether; water; Petroleum ether; benzene;
DOI:10.1016/0031-9422(90)85084-S
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: dimethylformamide / 20 °C
2.1: TsOH / methanol / 12 h / 20 °C
3.1: 65 percent / n-BuLi
4.1: 100 percent / LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran / 3 h / 0 °C
5.1: N-chlorosuccinimide; Me2S / CH2Cl2 / 2.5 h / 0 °C
6.1: 79 percent / n-BuLi
7.1: LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran
8.1: TBAF / tetrahydrofuran
9.1: Cp2ZrCl2 / 1,2-dichloro-ethane; hexane
9.2: 89 percent / NiCl2(PPh3)2; n-BuLi / tetrahydrofuran; hexane
With
N-chloro-succinimide; n-butyllithium; zirconocene dichloride; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); dimethylsulfide; tetrabutyl ammonium fluoride; lithium triethylborohydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
1.1: Substitution / 2.1: Hydrolysis / 3.1: Metallation / 3.2: Alkylation / 4.1: desulfonylation / 5.1: Chlorination / 6.1: Metallation / 6.2: Alkylation / 7.1: desulfonylation / 8.1: desilylation / 9.1: carboalumination / 9.2: Condensation;
DOI:10.1021/ja992164p
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: dimethylformamide / 20 °C
2.1: TsOH / methanol / 12 h / 20 °C
3.1: 65 percent / n-BuLi
4.1: 100 percent / LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran / 3 h / 0 °C
5.1: N-chlorosuccinimide; Me2S / CH2Cl2 / 2.5 h / 0 °C
6.1: n-BuLi
6.2: -78 - 20 °C
7.1: LiBHEt3; Pd(dppp)Cl2 / tetrahydrofuran
8.1: TBAF / tetrahydrofuran / 1 h
9.1: Cp2ZrCl2 / 1,2-dichloro-ethane; hexane
9.2: 83 percent / NiCl2(PPh3)2; n-BuLi / tetrahydrofuran; hexane
With
N-chloro-succinimide; n-butyllithium; zirconocene dichloride; dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); dimethylsulfide; tetrabutyl ammonium fluoride; lithium triethylborohydride; toluene-4-sulfonic acid;
In
tetrahydrofuran; methanol; hexane; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
1.1: Substitution / 2.1: Hydrolysis / 3.1: Metallation / 3.2: Alkylation / 4.1: desulfonylation / 5.1: Chlorination / 6.1: Metallation / 6.2: Alkylation / 7.1: desulfonylation / 8.1: desilylation / 9.1: Metallation / 9.2: Alkylation;
DOI:10.1021/ja992164p
