Reaktion #2444608

Reaktionsgleichung

2-hydroxycinnamic acid

coumarin

LiOH

imidazole

→

2-hydroxy styrene

Ausbeute 58.0%

Lösungsmittel

dimethylsulphoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewere taken in a 100 ml round bottom flask
2. 2
   Sonstigefitted
3. 3
   Temperaturwith reflux condenser
4. 4
   Sonstigeirradiated (200 W, 180° C.) for 5-8 minutes
5. 5
   SonstigeAfter completion of reaction, it
6. 6
   Sonstigepurified as in example V
7. 7
   Sonstigeprovided viscous liquid

Vorschrift

A mixture of 2-hydroxycinnamic acid or coumarin (2H-1-Benzopyran-2-one) (0.0083 mol), LiOH (10%, 4 mL), imidazole (1 mL) and dimethylsulphoxide were taken in a 100 ml round bottom flask fitted with reflux condenser. The flask was placed inside the microwave oven and irradiated (200 W, 180° C.) for 5-8 minutes. After completion of reaction, it was worked up and purified as in example V and provided viscous liquid. 58% yield; 1H NMR (CDCl3) δ 7.40 (1H, d, J=7.67 Hz), 7.14 (1H, m), 6.95 (2H, m), 6.80 (1H, d, J=8.07 Hz), 5.78 (1H, d, J=17.10 Hz), 5.37 (1H, d, J=11.20 Hz), 5.01 (1H, s); 13C NMR (CDCl3) δ 153.1, 132.2, 129.8, 128.4, 125.6, 121.8, 116.7 and 116.4.

Quelle