Potassium Carbonate → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzonitrile

HRID 4411

反応式

HRID 4411 の反応式
Br[CH2:2][C:3]([C:5]1[N:6]=[C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[O:8][C:9]=1[CH3:10])=[O:4].[C:17]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)#[N:18].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[CH3:10][C:9]1[O:8][C:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[N:6][C:5]=1[C:3](=[O:4])[CH2:2][O:25][C:22]1[CH:23]=[CH:24][C:19]([C:17]#[N:18])=[CH:20][CH:21]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 149136502-Bromo-1-(5-methyl-2-phenyl-1,3-oxazol-4-yl)ethan-1-one

生成物 1

HCID 137139794-[2-(5-Methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzonitrile収率 79.2%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

実験手順

A mixture of 4-bromoacetyl-5-methyl-2-phenyloxazole (7.0 g), p-cyanophenol (3.0 g), potassium carbonate (6.9 g) and methyl ethyl ketone (100 ml) was heated under reflux for 2 hours. The reaction mixture was concentrated under reduced pressure, and water (100 ml)-ether (100 ml) was added to the residue. The mixture was stirred, and the crystals were collected by filtration. Recrystallization from chloroform-ethanol afforded 4-[2-(5-methyl-2-phenyl-4-oxazolyl)-2-oxoethoxy]benzonitrile (6.3 g, 78.8%), as brownish prisms, m.p. 202°-203° C.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 2 hours
  3. concentrationThe reaction mixture was concentrated under reduced pressure, and water (100 ml)-ether (100 ml)
  4. additionwas added to the residue
  5. filtrationthe crystals were collected by filtration
  6. customRecrystallization from chloroform-ethanol

出典と根拠

ORDレコード
ord-b8196817410144b5adfdc7884be60b1f
出典データセット
uspto-grants-1988_02
特許番号
US04725610

関連ノート

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