تفاعل #992757

ord-352230b7664c455eafef4da2e5dd40fe

معادلة التفاعل

Cl
hydrochloric acid
O=[N+]([O-])c1c(F)cc(N2CCOCC2)cc1F
4-(3,5-difluoro-4-nitro-phenyl)-morpholine
Nc1c(F)cc(N2CCOCC2)cc1F
title compound
المردود 90.0%
Nc1c(F)cc(N2CCOCC2)cc1F
2,6-Difluoro-4-morpholin-4-yl-phenylamine
المردود 90.0%

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    ترشيحThe reaction mixture was filtered through Celite (10 g)
  2. 2
    تركيزconcentrated in vacuo
  3. 3
    أخرىpurified by flash chromatography

الإجراء التجريبي

Concentrated hydrochloric acid (4.2 mL) was added slowly to a mixture of zinc dust (3.3 g) and 4-(3,5-difluoro-4-nitro-phenyl)-morpholine (2.49 g) in tetrahydrofuran (40 mL) cooled to 0° C. The reaction mixture was then stirred for 1 hour at 0° C. and 2 hours at 25° C. The reaction mixture was filtered through Celite (10 g), concentrated in vacuo and purified by flash chromatography to furnish 1.96 g (90% yield) of the title compound as a white solid. GC-MS (m/z) 214 (M+); tR=5.83. 1H NMR (500 MHz, DMSO-d6): 2.94 (t, 4H), 3.69 (t, 4H), 4.53 (s, 2H), 6.57 (m, 2H).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08012962B2uspto-grants-2011_09