Technology Process of 3-[4-[2-(trimethylsilyl)ethynyl]phenyl]-9-(4-methylbenzoyl)dipyrromethane
There total 10 articles about 3-[4-[2-(trimethylsilyl)ethynyl]phenyl]-9-(4-methylbenzoyl)dipyrromethane 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:
-
With
tris(dibenzylideneacetone)dipalladium (0); triphenyl-arsane;
In
tetrahydrofuran;
at 37 ℃;
DOI:10.1021/jo000913b
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 91 percent / ethane-1,2-diol / 2.5 h / 120 - 160 °C
2.1: 62 percent / POCl3 / CH2Cl2 / 0 - 20 °C
3.1: NaH / tetrahydrofuran / 0.5 h / 20 °C
3.2: 535 mg / tetrahydrofuran / 2 h / 20 °C
4.1: 82 percent / LiBH4 / tetrahydrofuran / -25 - -20 °C
5.1: 68 percent / aq. HCl / dioxane / 4 h / 20 °C
6.1: EtMgBr / tetrahydrofuran / 0.5 h / 0 °C
6.2: 66 percent / tetrahydrofuran / 1 h / 0 °C
7.1: 80 percent / NaOMe / methanol; tetrahydrofuran / 0.42 h / 20 °C
8.1: 262 mg / Pd2(dba)3; Ph3As; further reagents / tetrahydrofuran / 37 °C
With
hydrogenchloride; lithium borohydride; tris(dibenzylideneacetone)dipalladium (0); triphenyl-arsane; ethylmagnesium bromide; sodium methylate; sodium hydride; trichlorophosphate;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; ethylene glycol;
1.1: Decarboxylation / 2.1: Vilsmeier-Haack formylation / 3.1: deprotonation / 3.2: t-butoxycarbonylation / 4.1: Reduction / 5.1: Condensation / 6.1: deprotonation / 6.2: Acylation / 7.1: carbamate cleavage / 8.1: Condensation;
DOI:10.1021/jo000913b
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 62 percent / POCl3 / CH2Cl2 / 0 - 20 °C
2.1: NaH / tetrahydrofuran / 0.5 h / 20 °C
2.2: 535 mg / tetrahydrofuran / 2 h / 20 °C
3.1: 82 percent / LiBH4 / tetrahydrofuran / -25 - -20 °C
4.1: 68 percent / aq. HCl / dioxane / 4 h / 20 °C
5.1: EtMgBr / tetrahydrofuran / 0.5 h / 0 °C
5.2: 66 percent / tetrahydrofuran / 1 h / 0 °C
6.1: 80 percent / NaOMe / methanol; tetrahydrofuran / 0.42 h / 20 °C
7.1: 262 mg / Pd2(dba)3; Ph3As; further reagents / tetrahydrofuran / 37 °C
With
hydrogenchloride; lithium borohydride; tris(dibenzylideneacetone)dipalladium (0); triphenyl-arsane; ethylmagnesium bromide; sodium methylate; sodium hydride; trichlorophosphate;
In
tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane;
1.1: Vilsmeier-Haack formylation / 2.1: deprotonation / 2.2: t-butoxycarbonylation / 3.1: Reduction / 4.1: Condensation / 5.1: deprotonation / 5.2: Acylation / 6.1: carbamate cleavage / 7.1: Condensation;
DOI:10.1021/jo000913b
