تفاعل #1955

ord-1ecb12c0a720485081b2a903dedaad68

معادلة التفاعل

O
water
Cc1cc(Cl)c(F)cn1
4-chloro-5-fluoro-2-picoline
Cc1cc(Cl)c(F)cn1
product
Cc1cc(Cl)c(F)cn1
4-Chloro-5-fluoro-2-picoline
CC(C)(C)OCl
t-butylhypochlorite
Cc1ncc(F)c(Cl)c1Cl
title compound
Cc1ncc(F)c(Cl)c1Cl
3,4-Dichloro-5-fluoro-2-picoline

المذيبات

ظروف التفاعل

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

المعالجة

  1. 1
    استخلاصthe resultant aqueous mixture is extracted with methylene chloride
  2. 2
    تجفيفThe organic solution is dried over anhydrous magnesium sulfate
  3. 3
    ترشيحfiltered
  4. 4
    تركيزconcentrated under reduced pressure
  5. 5
    workup.DISTILLATIONdistilled

الإجراء التجريبي

To 0.87 g (6 mmol) of 4-chloro-5-fluoro-2-picoline, the product of Example 66, in 20 mL of chloroform cooled to -45° C., is added 0.75 mL of t-butylhypochlorite. The reaction mixture is stirred at -45° C. for 2 hours and at 0° C. for 2 hours. The reaction mixture is then poured into water and the resultant aqueous mixture is extracted with methylene chloride. The organic solution is dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure and distilled to afford the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726182uspto-grants-1998_03