Reaktion #820691

Reaktionsgleichung

N2

2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carbonitrile

acetic acid

→

6-(aminomethyl)-2,2-dimethyl-4H-1,3-benzodioxin-4-one acetate

Ausbeute 74.8%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefor 30 min
2. 2
   FiltrationThe reaction mixture was filtered through celite and filtrate
3. 3
   Einengenconcentrated under vacuum
4. 4
   workup.ADDITIONTo the solid was added EtOAc (200 mL)
5. 5
   Filtrationfiltered
6. 6
   SonstigeThe solid was dried under vacuum

Vorschrift

To a solution of 2,2-dimethyl-4-oxo-4H-1,3-benzodioxine-6-carbonitrile (12 g, 0.06 mol) in methanol (500 mL) was added glacial acetic acid (3.5 g, 0.059 mol) and passed N2 for 30 min. To this was added Pd/C (2.4 g, 20%) and hydrogenated under 2 Bars of pressure for 22 h. The reaction mixture was filtered through celite and filtrate concentrated under vacuum. To the solid was added EtOAc (200 mL), stirred for 20 h and filtered. The solid was dried under vacuum to give 6-(aminomethyl)-2,2-dimethyl-4H-1,3-benzodioxin-4-one acetate (6 g, 38%). TLC:CHCl3/MeOH, 9:1, Rf: 0.15

Quelle