Technology Process of (E)-4-(3-methoxy-4-methylphenyl)pent-3-enoic acid
There total 1 articles about (E)-4-(3-methoxy-4-methylphenyl)pent-3-enoic acid 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:
-
malonic acid; C11H14O2;
With
triethylamine;
for 2h;
Reflux;
With
hydrogenchloride;
In
diethyl ether; water;
at 20 ℃;
Further stages;
DOI:10.1002/anie.201107802
- Guidance literature:
-
(E)-4-(3-methoxy-4-methylphenyl)pent-3-enoic acid;
With
(Sa,S)-[(C8H12)Ir(P(3,5-(methyl)2C6H3)2C8H7CC8H7C3NOH3(α-naphthylmethyl))][tetrakis[3,5-bis(trifluoromethyl)phenyl]borate]; hydrogen; triethylamine;
In
methanol;
at 65 ℃;
for 12h;
under 2280.15 Torr;
Autoclave;
With
sodium hydroxide;
In
methanol; water;
With
hydrogenchloride;
In
water;
pH=1;
optical yield given as %ee;
enantioselective reaction;
DOI:10.1002/anie.201107802
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: (Sa,S)-[(C8H12)Ir(P(3,5-(methyl)2C6H3)2C8H7CC8H7C3NOH3(α-naphthylmethyl))][tetrakis[3,5-bis(trifluoromethyl)phenyl]borate]; hydrogen; triethylamine / methanol / 12 h / 65 °C / 2280.15 Torr / Autoclave
1.3: pH 1
2.1: potassium carbonate / N,N-dimethyl-formamide / 5 h / 20 °C
3.1: diisobutylaluminium hydride / dichloromethane; toluene / 1.08 h / -78 °C / Inert atmosphere
3.2: -78 - 20 °C / Inert atmosphere
4.1: tetrahydrofuran; hexane / 0.5 h / 0 - 20 °C / Inert atmosphere
5.1: sodium β-(diethyalmino)ethylmercaptide / N,N-dimethyl-formamide / 10 h / Inert atmosphere; Reflux
5.2: Inert atmosphere
With
(Sa,S)-[(C8H12)Ir(P(3,5-(methyl)2C6H3)2C8H7CC8H7C3NOH3(α-naphthylmethyl))][tetrakis[3,5-bis(trifluoromethyl)phenyl]borate]; hydrogen; diisobutylaluminium hydride; sodium β-(diethyalmino)ethylmercaptide; potassium carbonate; triethylamine;
In
tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
4.1: Wittig reaction;
DOI:10.1002/anie.201107802
