Diethyl 2-(ethoxymethylidene)-3-oxobutanedioate → Diethyl 5-ethylpyridine-2,3-dicarboxylate

HRID 864293

反応式

HRID 864293 の反応式
C(O[CH:4]=[C:5]([C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])C.O1CC[N:21]([CH:24]=[CH:25][CH2:26][CH3:27])CC1>C(Cl)Cl>[CH2:26]([C:25]1[CH:4]=[C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N:21][CH:24]=1)[CH3:27]

参加物

4

反応物 2

HCID 40590Diethyl 2-(ethoxymethylidene)-3-oxobutanedioateHCID 5809771-Morpholinobutene

生成物 1

HCID 10857926Diethyl 5-ethylpyridine-2,3-dicarboxylate収率 57%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Diethyl ethoxymethyleneoxalacetate (3.17 g, 0.013 mol) is added to a solution of 1-morpholinobutene (1.84 g, 0.013 mol) dissolved in CH2Cl2 (40 mL) at 0°. The solution is concentrated in vacuo, and ammonium acetate (50 g), ammonium hydroxide (10 mL), tetrahydrofuran (20 mL) and 95% ethanol (20 mL) are added. The solution is heated to reflux for 30 minutes, then held at 3° for 72 hours. The reaction solution is then partitioned between water and ethyl acetate. The organic layer is dried over sodium sulfate and concentrated in vacuo to give the product (1.85 g, 0.0074 mol, 57%).

後処理

  1. concentrationThe solution is concentrated in vacuo, and ammonium acetate (50 g), ammonium hydroxide (10 mL), tetrahydrofuran (20 mL) and 95% ethanol (20 mL)
  2. additionare added
  3. temperatureThe solution is heated
  4. temperatureto reflux for 30 minutes
  5. customThe reaction solution is then partitioned between water and ethyl acetate
  6. dry with materialThe organic layer is dried over sodium sulfate
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d38d8bd747454887a4f19a9e5a72c093
出典データセット
uspto-grants-1996_10
特許番号
US05563113

関連ノート

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