تفاعل #307961

معادلة التفاعل

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

Benzoyl chloride

→

title compound

المردود 56.0%

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

المردود 56.0%

المذيبات

dichloromethane

triethylamine

EtOAc

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe reaction mixture was heated for
2. 2
   درجة الحرارةat reflux for 2 h
3. 3
   درجة الحرارةThe mixture was cooled
4. 4
   غسيلwashed with 1M KHSO4 (aq), water and brine
5. 5
   أخرىThe organic layer was dried
6. 6
   ترشيحfiltered
7. 7
   أخرىThe residue was purified by flash chromatography on silica gel (eluant; 50% EtOAc: 50% hexane)

الإجراء التجريبي

1,2,3,4-Tetrahydro-benzo[b]azepin-5-one from Example E5.5 (480 mg, 2.98 mmol) was dissolved in a mixture of dichloromethane (30 ml) and triethylamine (1.3 ml). Benzoyl chloride (0.46 g, 3.28 mmol) was added and the reaction mixture was heated for at reflux for 2 h. The mixture was cooled and reduced in vacuo. The residue was dissolved in EtOAc and washed with 1M KHSO4 (aq), water and brine. The organic layer was dried, filtered and reduced in vacuo. The residue was purified by flash chromatography on silica gel (eluant; 50% EtOAc: 50% hexane) to yield the title compound (440 mg, 56%).

المصدر