Technology Process of (4E)-1,6-diphenylhex-4-en-1-one O-(perfluorobenzoyl)oxime
There total 5 articles about (4E)-1,6-diphenylhex-4-en-1-one O-(perfluorobenzoyl)oxime 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:
-
(E)-1,6-diphenylhex-4-en-1-one;
With
hydroxylamine hydrochloride; sodium acetate;
In
methanol;
at 80 ℃;
pentafluorobenzoylchloride;
With
triethylamine;
In
dichloromethane;
at 0 - 20 ℃;
Optical yield = 90.476 %de; stereoselective reaction;
DOI:10.1021/ol4023112
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: Hoveyda-Grubbs catalyst second generation / dichloromethane / 40 °C
2.1: diisobutylaluminium hydride / dichloromethane / 0.25 h / -78 °C
3.1: phosphorus tribromide / diethyl ether / 18 h / 0 - 20 °C
4.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C
4.2: 18 h / 50 °C
4.3: 3 h / Reflux
5.1: hydroxylamine hydrochloride; sodium acetate / methanol / 80 °C
5.2: 0 - 20 °C
With
Hoveyda-Grubbs catalyst second generation; hydroxylamine hydrochloride; sodium acetate; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; mineral oil;
DOI:10.1021/ol4023112
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: diisobutylaluminium hydride / dichloromethane / 0.25 h / -78 °C
2.1: phosphorus tribromide / diethyl ether / 18 h / 0 - 20 °C
3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C
3.2: 18 h / 50 °C
3.3: 3 h / Reflux
4.1: hydroxylamine hydrochloride; sodium acetate / methanol / 80 °C
4.2: 0 - 20 °C
With
hydroxylamine hydrochloride; sodium acetate; phosphorus tribromide; sodium hydride; diisobutylaluminium hydride;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; mineral oil;
DOI:10.1021/ol4023112
