Acetic Acid → 4-Oxazolin-2-one, 4-phenyl-

HRID 2263360

反応式

HRID 2263360 の反応式
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)=O.[O-:11][C:12]#[N:13].[K+].C(O)(=O)C.O>C(O)(C)C>[C:5]1([C:3]2[NH:13][C:12](=[O:11])[O:1][CH:2]=2)[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 962WaterHCID 68490alpha-HydroxyacetophenoneHCID 11378442Potassium cyanate

生成物 1

HCID 1186694-Oxazolin-2-one, 4-phenyl-収率 40.9%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
50 °C

実験手順

To a solution of 2-hydroxyacetophenone (10.0 g, 73.4 mmol) and potassium cyanate (11.9 g, 147 mmol) in isopropanol (50 ml) was added dropwise acetic acid (10.1 ml, 176 mmol) at 50° C., and the mixture was stirred at 50° C. for 5 hours. The reaction mixture was poured to water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2) to give 4.83 g (40.9%) of the desired product as a solid.

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationthe solvent was distilled off under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2)

出典と根拠

ORDレコード
ord-1b028d483e4743ef8cf5d6905c8b8dca
出典データセット
uspto-grants-2010_12
特許番号
US07851473B2

関連ノート

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