Reaktion #1994244

Reaktionsgleichung

racemic 2-aminoadipic acid

acetic anhydride

triethylamine

→

N,6-diacetyl-piperidin-2-one

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe crude reaction product
2. 2
   Einengenis concentrated as
3. 3
   Sonstigemuch as possible (rotary evaporator and vane pump)
4. 4
   Waschenwashed with water (5×20 mL)
5. 5
   ExtraktionThe water washings are extracted with CH2Cl2 (2×20 mL)
6. 6
   Einengenconcentrated
7. 7
   SonstigePurification of 8
8. 8
   SonstigeThe fractions are dried
9. 9
   Einengenconcentrated
10. 10
    Sonstigethe product crystallized in the form of pale yellow flakes

Vorschrift

A 50-mL round bottom flask is charged with racemic 2-aminoadipic acid (2.3 g, 1.43×10−3 mol) and triethylamine (7.5 mL), acetic anhydride (7.5 mL), and a catalytic amount of DMAP (15 mg). The mixture is heated to 60° C. for 24 h; the progress of the reaction is followed by TLC (eluent: ethyl acetate/petroleum ether, 8/2). Once the reaction is complete, the crude reaction product is concentrated as much as possible (rotary evaporator and vane pump) and then washed with water (5×20 mL). The water washings are extracted with CH2Cl2 (2×20 mL). The organic layers are combined and concentrated. Purification of 8 is carried out on a silica gel column (eluent: ethyl acetate/petroleum ether, 8/2). The fractions are dried, concentrated and the product crystallized in the form of pale yellow flakes.

Quelle