تفاعل #6021

ord-52fd80fbaf8b482ba702acb847f8a77a

معادلة التفاعل

COC(=O)C(Oc1ccc(C)cc1)c1ccccc1Cl
product
COC(=O)C(Oc1ccc(C)cc1)c1ccccc1Cl
Methyl 2-(4-methylphenoxy)-2-(2'-chlorophenyl)acetate
O=C1CCC(=O)N1Br
N-bromosuccinimide
CC(C)(C#N)N=NC(C)(C)C#N
AIBN
COC(=O)C(Oc1ccc(CBr)cc1)c1ccccc1Cl
Methyl 2-(4-bromomethylphenoxy)-2-(2'-chlorophenyl)acetate
المردود 73.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe reaction mixture was concentrated in vacuo
  2. 2
    أخرىchromatographed on silica gel (125×20 mm)
  3. 3
    غسيلeluting with 5% ethyl acetate in hexane
  4. 4
    أخرىThe product was isolated in a 73% yield (186 mg)

الإجراء التجريبي

A solution of the product of Example 3, Step B (0.2 g, 0.69 mmol), N-bromosuccinimide (117 mg, 166 mmol) and a catalytic amount of AIBN in 2 ml CCl4 was refluxed for 30 minutes. The reaction mixture was concentrated in vacuo and chromatographed on silica gel (125×20 mm) eluting with 5% ethyl acetate in hexane. The product was isolated in a 73% yield (186 mg).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05246944uspto-grants-1993_09