Hydrochloric Acid → Methyl 4-methoxyacetoacetate

HRID 329798

反応式

HRID 329798 の反応式
[CH3:1][O-:2].[Na+].Cl[CH2:5][C:6](=[O:12])[CH2:7][C:8]([O:10][CH3:11])=[O:9].O.Cl>C(#N)C.C(O)(=O)C>[CH3:1][O:2][CH2:5][C:6](=[O:12])[CH2:7][C:8]([O:10][CH3:11])=[O:9]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 36240Methyl 4-chloroacetoacetateHCID 10942334Sodium Methoxide

生成物 1

HCID 123500Methyl 4-methoxyacetoacetate収率 43,122%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
70 °C

実験手順

113.4 g (2.1 mmol) of sodium methylate are suspended in 150 ml of acetonitrile. 150.5 g (1 mol) of methyl 4-chloroacetoacetate are thereupon allowed to flow in within 5 minutes. The temperature rises, but it is held at 68°-70° C. by cooling. The mixture is subsequently stirred at 70° C. for a further 25 minutes. The reaction mixture is poured into a solution of 350 ml of distilled water and 9 g of acetic acid and held at a pH value of 6-7 by the addition of a total of 83 ml of 32% hydrochloric acid. The organic layer is separated in a separating funnel and the aqueous layer is extracted 3 times with 200 ml of acetonitrile each time. The combined organic phases are dried over magnesium sulphate and concentrated on a rotary evaporator. The crude product distils at 55°-57° C./0.6 mbar. There are obtained 132.34 g (90.6 %) of methyl 4-methoxy-acetoacetate.

後処理

  1. customto flow in within 5 minutes
  2. customis held at 68°-70° C.
  3. temperatureby cooling
  4. customThe organic layer is separated in a separating funnel
  5. extractionthe aqueous layer is extracted 3 times with 200 ml of acetonitrile each time
  6. dry with materialThe combined organic phases are dried over magnesium sulphate
  7. concentrationconcentrated on a rotary evaporator
  8. customThe crude product distils at 55°-57° C./0.6 mbar

出典と根拠

ORDレコード
ord-8d84d92283f7412092d41a20d4842595
出典データセット
uspto-grants-1990_01
特許番号
US04892966

関連ノート

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