Chloroacetone → Methyl 4-acetoxy-2-acetonylacetoacetate

HRID 329802ノート

反応式

HRID 329802 の反応式
C(=O)([O-])[O-].[Na+].[Na+].[C:7]([O:10][CH2:11][C:12](=[O:18])[CH2:13][C:14]([O:16][CH3:17])=[O:15])(=[O:9])[CH3:8].Cl[CH2:20][C:21](=[O:23])[CH3:22]>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.C(#N)C>[C:7]([O:10][CH2:11][C:12](=[O:18])[CH:13]([CH2:20][C:21]([CH3:22])=[O:23])[C:14]([O:16][CH3:17])=[O:15])(=[O:9])[CH3:8]

参加物

6

反応物 3

HCID 6571ChloroacetoneHCID 10340Sodium CarbonateHCID 13130412Methyl 4-(acetyloxy)-3-oxobutanoate

生成物 1

HCID 19871662Methyl 4-acetoxy-2-acetonylacetoacetate収率 92%

試薬・触媒・溶媒 2

HCID 66133Benzyl triethylammonium chloride触媒HCID 6342Acetonitrile溶媒

実験手順

63.6 g (0.6 mol) of sodium carbonate and 2.3 g (0.01 mol) of benzyltriethylammonium chloride are suspended in 250 ml of acetonitrile. While stirring there are added thereto 87.0 g (0.5 mol) of methyl 4-acetoxyacetoacetate and there are added dropwise thereto within 5 minutes 69.4 g (0.75 mol) of chloroacetone. The mixture is stirred at 20°-25° C. for a further 46 hours. The reaction mixture is poured on to 1 liter of 10% NaH2PO4 solution/ice (pH value=5) and extracted 3 times with 300 ml of ethyl acetate each time. The combined organic phases are dried over magnesium sulphate and concentrated completely on a rotary evaporator to give 105.9 g (92%) of methyl 4-acetoxy-2-acetonylacetoacetate, content 76.9%; b.p. 119°-121° C./0.06 mbar.

後処理

  1. additionare added
  2. stirringThe mixture is stirred at 20°-25° C. for a further 46 hours
  3. extractionextracted 3 times with 300 ml of ethyl acetate each time
  4. dry with materialThe combined organic phases are dried over magnesium sulphate
  5. concentrationconcentrated completely on a rotary evaporator

出典と根拠

ORDレコード
ord-4e716ffc8bb34572ba310a512e5c975f
出典データセット
uspto-grants-1990_01
特許番号
US04892966

反応ノート

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