تفاعل #61384

ord-03aa5ce4606b46f982c303e8feae936c

معادلة التفاعل

OC(CCl)CCl
1,3-dichloro-propan-2-ol
CC(C)[N-]C(C)C
diisopropylamide
O=[N+]([O-])c1ccccc1F
1-fluoro-2-nitro-benzene
O=[N+]([O-])c1ccccc1OC(CCl)CCl
title compound
O=[N+]([O-])c1ccccc1OC(CCl)CCl
1-(2-Chloro-1-chloromethyl-ethoxy)-2-nitro-benzene

الكواشف

لا شيء

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    workup.STIRRING8.5 mmoles) and stirred at room temperature overnight
  2. 2
    استخلاصextracted with EtOAc
  3. 3
    غسيلwashed with brine
  4. 4
    تجفيفdried over Na2SO4
  5. 5
    تركيزconcentrated under vacuum

الإجراء التجريبي

A solution of 1,3-dichloro-propan-2-ol (1.29 g, 10 mmoles) in THF, under nitrogen, was cooled to 0° C., treated dropwise with llithium diisopropylamide (LDA) (5 ml, 2M solution in hexanes, 10 mmoles), while maintaining the temperature constant at 0° C., stirred at 0° C. for 15 minutes, treated with 1-fluoro-2-nitro-benzene (1.2 g ml, 8.5 mmoles) and stirred at room temperature overnight. The reaction mixture was diluted with water and extracted with EtOAc. The extracts were combined, washed with brine, dried over Na2SO4, and concentrated under vacuum, to afford the title compound as an off-white solid (2.0 g, 8 mmoles), identified by HNMR analysis.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07429582B2uspto-grants-2008_09