Technology Process of rac-4-allyl-3-(but-3-en-1-yl)cyclohex-2-enone
There total 1 articles about rac-4-allyl-3-(but-3-en-1-yl)cyclohex-2-enone 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:
-
3-methoxycyclohex-2-en-1-one;
With
n-butyllithium; diisopropylamine;
In
tetrahydrofuran; hexane;
at -78 ℃;
for 1h;
Inert atmosphere;
allyl bromide;
In
tetrahydrofuran; hexane;
at -78 - 20 ℃;
for 4h;
Inert atmosphere;
4-but-1-enylmagnesium bromide;
In
tetrahydrofuran; diethyl ether; hexane;
at -78 - 20 ℃;
for 1.5h;
Inert atmosphere;
DOI:10.1002/anie.201403939
- Guidance literature:
-
rac-4-allyl-3-(but-3-en-1-yl)cyclohex-2-enone;
With
lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 - -40 ℃;
for 2h;
Inert atmosphere;
allyl bromide;
In
tetrahydrofuran;
at -78 - 20 ℃;
for 3h;
Inert atmosphere;
DOI:10.1002/anie.201403939
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: lithium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 - -40 °C / Inert atmosphere
1.2: 3 h / -78 - 20 °C / Inert atmosphere
2.1: n-butyllithium; diisopropylamine / hexane; tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere
2.2: 0.25 h / -78 °C / Inert atmosphere
3.1: copper(l) iodide; dimethylsulfide / tetrahydrofuran / 0 °C / Inert atmosphere
3.2: 1.5 h / Inert atmosphere
4.1: Dess-Martin periodane / dichloromethane / 1 h / Inert atmosphere
With
copper(l) iodide; n-butyllithium; dimethylsulfide; Dess-Martin periodane; diisopropylamine; lithium hexamethyldisilazane;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/anie.201403939
