تفاعل #1994248

ord-07110f227e0846ceb5ccfe957153c8c7

معادلة التفاعل

O=[N+]([O-])c1cccc2ccc(-c3ccc4ccccc4n3)cc12
8-nitro-2-naphthylquinoline
[BH4-].[Na+]
sodium borohydride
Cl
HCl
Nc1cccc2ccc(-c3ccc4ccccc4n3)cc12
crystalline solid
المردود 135.5%
Nc1cccc2ccc(-c3ccc4ccccc4n3)cc12
8-Amino-2-naphthylquinoline
المردود 135.5%

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.STIRRINGAfter stirring for 2 h
  2. 2
    أخرىThe solvent is then removed
  3. 3
    غسيلthe resultant residue is washed vigorously with water
  4. 4
    أخرىrecrystallised from dioxane
  5. 5
    ترشيحThe precipitate is filtered
  6. 6
    أخرىdried in vacuo

الإجراء التجريبي

12.6 g (42 mmol) of 8-nitro-2-naphthylquinoline and 1.99 g of Pd/C (10%) are suspended in 200 ml of methanol. 8.4 g (222 mmol) of sodium borohydride are added in portions with stirring at 0° C. After stirring for 2 h, the clear solution is neutralised using dilute HCl. The solvent is then removed, and the resultant residue is washed vigorously with water and recrystallised from dioxane. The precipitate is filtered and dried in vacuo, giving 9.9 g (56.9 mmol) of crystalline solid. The overall yield is 88%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08597798B2uspto-grants-2013_12