Acetic Acid → 3-Formylbut-2-enyl acetate

HRID 129977노트

반응식

HRID 129977 반응식
[C:1]1([CH3:7])[CH:6]=[CH:5]C=C[CH:2]=1.[C:8]([OH:11])(=[O:10])[CH3:9].[OH2:12]>>[C:8]([O:11][CH2:5][CH:6]=[C:1]([CH3:7])[CH:2]=[O:12])(=[O:10])[CH3:9]

참가 물질

4

반응물 3

HCID 176Acetic AcidHCID 962WaterHCID 1140Toluene

생성물 1

HCID 846993-Formylbut-2-enyl acetate수율 74%

반응 조건

온도
75 °C

실험 절차

1-Acetoxy-4-chloro-3-methyl-2-butene (7.8 g) was added to a suspension of hexamine (6.7 g) and acetonitrile (47 ml), and the mixture was stirred at room temperature for 16 hours. The precipitated crystals were separated by filtration to give crystals (12.5 g) of a quaternary ammonium salt. This salt (7.9 g) was dissolved in water (50 ml), and toluene (100 ml) was added. With stirring at 75° C., acetic acid (1.5 g per addition) was added 30 minutes, 1 hour and 2 hours after the beginning of the reaction. The reaction was stopped 6 hours after the beginning of the reaction. The toluene layer was separated and concentrated, and the resulting residue was purified by column chromatography on silica gel to give 4-acetoxy-2-methyl-2-buten-1-al (2.6 g, 74%).

후처리

  1. customafter the beginning of the reaction
  2. customafter the beginning of the reaction
  3. customThe toluene layer was separated
  4. concentrationconcentrated
  5. customthe resulting residue was purified by column chromatography on silica gel

출처 및 근거

ORD 기록
ord-e31a3fa858994b21a56ab6cd0d618236
출처 데이터셋
uspto-grants-1995_11
특허 번호
US05471004

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