تفاعل #2045122

ord-8570e090fa89449587a698fcf37e4817

معادلة التفاعل

O
water
O=C(c1ccccc1)C(O)c1ccccc1
2-hydroxy-1,2-diphenyl ethanone
CCN(CC)CC
triethyl amine
C1CCOC1
THF
CCOC(=O)c1nc(-c2ccccc2)c(-c2ccccc2)o1
title compound
CCOC(=O)c1nc(-c2ccccc2)c(-c2ccccc2)o1
Ethyl 4,5-diphenyl-2-oxazolecarboxylate

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحwill be filtered
  2. 2
    تركيزconcentrated
  3. 3
    workup.ADDITIONNH4OAC (4 g, 50 mmol) and acetic acid (50 mL) will be added
  4. 4
    درجة الحرارةThe mixture will be heated
  5. 5
    درجة الحرارةto reflux for 6 h
  6. 6
    أخرىThe reaction
  7. 7
    أخرىwill be brought to room temperature
  8. 8
    استخلاصextracted with dichloromethane

الإجراء التجريبي

Ethyl oxalyl chloride (1.1 mL, 10 mmol) will be added dropwise to a stirring solution of 2-hydroxy-1,2-diphenyl ethanone (2.12 g, 10 mmol) and triethyl amine (2.2 mL, 16 mmol) in anhydrous THF (50 mL) under argon. After stirring for 45 min the mixture will be filtered and concentrated, and NH4OAC (4 g, 50 mmol) and acetic acid (50 mL) will be added. The mixture will be heated to reflux for 6 h. The reaction will be brought to room temperature and water will be added and extracted with dichloromethane and the residue will be subjected to column chromatography to yield the title compound.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08410097B2uspto-grants-2013_04