Réaction #51399

Équation de réaction

3-(N-Acetylamino)-3-carboethoxy-1,2,3,4-tetrahydroquinolin-2-one

→

3-(R,S)-amino-1,2,3,4-tetrahydroquinolin-2-one

Rendement 72.0%

Solvants

HCl

Conditions de réaction

Traitement

1. 1
   TempératureThe reaction was cooled
2. 2
   Autrepartitioned between water and ethyl acetate
3. 3
   ExtractionThe water was extracted with ethyl acetate (3×)
4. 4
   Lavagethe combined ethyl acetate extracts were then washed with water (3×)

Mode opératoire

3-(N-Acetylamino)-3-carboethoxy-1,2,3,4-tetrahydroquinolin-2-one (0.75 g 100M %) was suspended in 6N HCl (25 mL) and the mixture was heated to 100° C. for 3 hours. The reaction was cooled, rotoevaporated to a residue and then partitioned between water and ethyl acetate. The water was extracted with ethyl acetate (3×) and the combined ethyl acetate extracts were then washed with water (3×) and then brine (1×). Treatment with MgSO4 followed by rotoevaporation yielded 3-(R,S)-amino-1,2,3,4-tetrahydroquinolin-2-one (72% yield).

Source