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

HRID 2263360

반응식

HRID 2263360 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-1b028d483e4743ef8cf5d6905c8b8dca
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07851473B2

연결된 노트

불러오는 중…