تفاعل #307960

معادلة التفاعل

1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydro-benzo[b]azepin-5-one

NaOH

→

title compound

المردود 79.0%

1,2,3,4-Tetrahydro-benzo[b]azepin-5-one

المردود 79.0%

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONIt was poured into ice
2. 2
   استخلاصThe aqueous layer was extracted twice with dichloromethane
3. 3
   غسيلwashed with brine
4. 4
   أخرىdried
5. 5
   أخرىThe residue was purified by flash chromatography on silica gel (eluant; 40% EtOAc:60% hexane)

الإجراء التجريبي

Polyphosphoric acid (25 g) was heated at 100° C. under nitrogen until it could be stirred. 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydro-benzo[b]azepin-5-one from Example E5.4 (2.6 g, 8.26 mmol) was added portionwise and the reaction mixture was heated at 100° C. for 1.5 h. It was poured into ice and basified with 2M NaOH(aq). The aqueous layer was extracted twice with dichloromethane. The organic extracts were combined, washed with brine, dried and reduced in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 40% EtOAc:60% hexane) to yield the title compound (1.05 g, 79%).

المصدر