Acetic Acid → 3-Formylbut-2-enyl acetate

HRID 21848

反応式

HRID 21848 の反応式
[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]

参加物

4

反応物 3

HCID 176Acetic AcidHCID 962WaterHCID 1140Toluene

生成物 1

HCID 846993-Formylbut-2-enyl acetate収率 74%

反応条件

温度
75 °C

実験手順

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

後処理

  1. customafter the beginning of the reaction
  2. customafter the beginning of the reaction
  3. customThe toluene layer was separated
  4. concentrationconcentrated
  5. customThe remaining oil was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-d554762e6a2f46829719a1c5b6aee6ba
出典データセット
uspto-grants-1995_06
特許番号
US05424478

関連ノート

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