Reaktion #5121

Reaktionsgleichung

3,4-methylenedioxycinnamic acid

water

hydrogen

→

3-(3,4-methylenedioxyphenyl) propanoic acid

Ausbeute 97.0%

Lösungsmittel

NaOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Filtrationfiltered through a Celite layer
2. 2
   Temperaturto be cooled
3. 3
   Filtrationfiltered
4. 4
   Sonstigeto give solids
5. 5
   WaschenThe obtained solids were washed twice with 100 ml of cold water
6. 6
   Sonstigedried

Vorschrift

To a solution of 10.0 g of 3,4-methylenedioxycinnamic acid dissolved in 130 ml of 10% NaOH and 80 ml of distilled water was added 1.0 g of 5% Pd-C. This mixture was reacted at 40 psi until the consumption of hydrogen gas was ceased and then filtered through a Celite layer. The filtrate was acidified with concentrated hydrochloric acid, allowed to be cooled and filtered to give solids. The obtained solids were washed twice with 100 ml of cold water and dried to provide 9.8 g(yield 97%) of 3-(3,4-methylenedioxyphenyl) propanoic acid, having the characteristics of: NMR(CDCl3, 200 MHz) δ2.62(t, J=7 Hz, 2H, CH2), 2.88(t, J=7 Hz, 2H, CH2N), 5.93(s, 2H, CH2O2), 6.63-6.76(s, 3H, ArH).

Quelle