Reacción #9357

Ecuación de reacción

amide

N-(8-oxo-5,6,7,8-tetrahydro-naphthalen-1-yl)-acetamide

Na2CO3

NaOH

→

8-amino-3,4-dihydro-2H-naphthalen-1-one

Rendimiento 56.0%

Disolventes

HCl

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe aqueous layer was extracted with EtOAc
2. 2
   Lavadowashed with brine
3. 3
   Otrodried
4. 4
   Filtraciónfiltered
5. 5
   Concentraciónconcentrated

Procedimiento

The amide (Intermediate J2, 4.12 g, 20.3 mmol) was heated at 90° C. in 6N HCl (140 mL) for 3 h. The mixture was cooled to rt and Na2CO3 was added in small portions followed by addition of 2N NaOH until the mixture was at pH 8. The aqueous layer was extracted with EtOAc and the organic fractions were combined, washed with brine, dried, filtered and concentrated to give 8-amino-3,4-dihydro-2H-naphthalen-1-one (Intermediate J3) as a dark red solid 1.82 g (56%).

Fuente