تفاعل #5675

ord-e5cdc5322a3f49ad962f9c48c672d656

معادلة التفاعل

CN(C)C1CCCNc2ccccc21
5-dimethylamino-2,3,4,5-tetrahydro-1H-benzazepine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=C(Cl)c1ccc([N+](=O)[O-])cc1
p-nitrobenzoyl chloride
CN(C)C1CCCN(C(=O)c2ccc([N+](=O)[O-])cc2)c2ccccc21
5-dimethylamino-1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine
المردود 97.1%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooling
  2. 2
    workup.STIRRINGthe mixture is stirred at room temperature overnight
  3. 3
    ترشيحthe precipitated crystals are collected by filtration
  4. 4
    أخرىdried

الإجراء التجريبي

To a solution of 5-dimethylamino-2,3,4,5-tetrahydro-1H-benzazepine (50 g) in a mixture of acetone (400 ml) and water (200 ml) is added potassium carbonate (38.8 g), and thereto is added p-nitrobenzoyl chloride (40 g) with stirring under ice-cooling, and the mixture is stirred at room temperature overnight. To the reaction mixture is added an appropriate amount of water, and the precipitated crystals are collected by filtration and dried to give 5-dimethylamino-1-(4-nitrobenzoyl)-2,3,4,5-tetrahydro-1H-benzazepine (71 g) as pale yellow powder, mp. 139°-142° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05244898uspto-grants-1993_09