تفاعل #1354501

ord-d78d6153f26742858d93d3a002883c3d

معادلة التفاعل

Cc1oc(-c2ccccc2)nc1COc1ccc(C=O)cc1
4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzaldehyde
CC(=O)C(=O)[O-].[Na+]
sodium pyruvate
O=C([O-])[O-].[Na+].[Na+]
sodium carbonate
O
water
Cc1oc(-c2ccccc2)nc1COc1ccc(/C=C/C(=O)C(=O)O)cc1
(E)-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzylidenepyruvic acid
المردود 44.5%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةunder reflux
  2. 2
    تركيزThe reaction mixture was concentrated
  3. 3
    درجة الحرارةunder reflux to about ⅓ of the initial volume
  4. 4
    استخلاصThe concentrate was subjected to extraction with ethyl acetate
  5. 5
    ترشيحResulting crystalline precipitate was collected by filtration

الإجراء التجريبي

A mixture of 4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzaldehyde (2.9 g), sodium pyruvate (3.3 g), sodium carbonate (3.2 g), water (80 ml) and methanol (80 ml) was stirred for 6 hours under reflux. The reaction mixture was concentrated under reflux to about ⅓ of the initial volume. The concentrate was subjected to extraction with ethyl acetate. The aqueous layer was acidified with conc. HCl. Resulting crystalline precipitate was collected by filtration to obtain (E)-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzylidenepyruvic acid (1.6 g, 44%). Recrystallization from chloroform-methanol gave colorless needles, m.p.197-198° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06552058B1uspto-grants-2003_04