تفاعل #1121718

ord-ebb2d69525ac483c93f0a1552252adff

معادلة التفاعل

CC(=O)c1ccccc1
acetophenone
CC(C)(C)c1ccc(C(=O)Cl)cc1
4-tert-butylbenzoyl chloride
C=C(OC(=O)c1ccc(C(C)(C)C)cc1)c1ccccc1
1-phenylvinyl 4-tert-butylbenzoate
المردود 57.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
100°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.WAITThe mixture was then left
  2. 2
    درجة الحرارةto cool
  3. 3
    استخلاصextracted with dichloromethane
  4. 4
    تجفيفThe organic phase was dried over magnesium sulfate
  5. 5
    أخرىthe solvent was removed under reduced pressure
  6. 6
    أخرىA 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1)

الإجراء التجريبي

A mixture of 4.16 g (21.62 mmol) of acetophenone trimethylsilylenol, 4.33 g (22.01 mmol) of 4-tert-butylbenzoyl chloride and 136 mg of mercuric chloride was heated at 100° C. for 2 h. The mixture was then left to cool, water was added over the reaction crude and extracted with dichloromethane. The organic phase was dried over magnesium sulfate and the solvent was removed under reduced pressure. A 2.12 g sample was purified by flash chromatography (hexane:dichloromethane 3:1) giving 1.17 g of 1-phenylvinyl 4-tert-butylbenzoate. Yield 57%.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08545816B2uspto-grants-2013_10