Water → (E)-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzylidenepyruvic acid

HRID 1267319

反応式

HRID 1267319 の反応式
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:22]=[CH:21][C:18]([CH:19]=O)=[CH:17][CH:16]=1.[C:23]([O-:28])(=[O:27])[C:24]([CH3:26])=[O:25].[Na+].C(=O)([O-])[O-].[Na+].[Na+].O>CO>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[CH:22]=[CH:21][C:18](/[CH:19]=[CH:26]/[C:24](=[O:25])[C:23]([OH:28])=[O:27])=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 962WaterHCID 10340Sodium CarbonateHCID 107561164-(5-Methyl-2-phenyl-4-oxazolyl)methoxybenzaldehydeHCID 23662274Sodium pyruvate

生成物 1

HCID 18546125(E)-4-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzylidenepyruvic acid収率 44.5%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  1. temperatureunder reflux
  2. concentrationThe reaction mixture was concentrated
  3. temperatureunder reflux to about ⅓ of the initial volume
  4. extractionThe concentrate was subjected to extraction with ethyl acetate
  5. filtrationResulting crystalline precipitate was collected by filtration

出典と根拠

ORDレコード
ord-d78d6153f26742858d93d3a002883c3d
出典データセット
uspto-grants-2003_04
特許番号
US06552058B1

関連ノート

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