Water → 2-Furylmalonic acid diethyl ester

HRID 1655758

反応式

HRID 1655758 の反応式
CO[CH:3]1[CH:7]=[CH:6][CH:5](OC)[O:4]1.[CH2:10]([O:12][C:13](=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:11].O>[Cl-].[Zn+2].[Cl-].C(O)(=O)C>[CH2:10]([O:12][C:13](=[O:20])[CH:14]([C:5]1[O:4][CH:3]=[CH:7][CH:6]=1)[C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH3:11]

参加物

6

反応物 3

HCID 962WaterHCID 7761Diethyl MalonateHCID 789742,5-Dihydro-2,5-dimethoxyfuran

生成物 1

HCID 128365772-Furylmalonic acid diethyl ester収率 29%

試薬・触媒・溶媒 2

HCID 3007855Zincchloride触媒HCID 176Acetic Acid溶媒

実験手順

340 g (2.5 mmol) of zinc chloride were added in one portion to a solution of 217 g (1.67 mol) of 2,5-dimethoxy-2,5-dihydrofuran, 1500 ml (10 mol) of malonic acid diethyl ester, 167 ml of Water and 330 ml of glacial acetic acid. The temperature rose to 35°. The dark solution was stirred at room temperature overnight, poured onto ice, extracted three times with diethyl ether, washed in succession with saturated sodium bicarbonate and sodium chloride solutions, and finally dried. After evaporating the excess malonic acid diethyl ester (70°/13 Pa), the remaining oil was distilled over a Vigreux column, to obtain 109.2 g (29%) of 2-furylmalonic acid diethyl ester (purity 94%), boiling point 100°-110°/39 Pa.

後処理

  1. customrose to 35°
  2. additionpoured onto ice
  3. extractionextracted three times with diethyl ether
  4. washwashed in succession with saturated sodium bicarbonate and sodium chloride solutions
  5. customfinally dried
  6. customAfter evaporating the excess malonic acid diethyl ester (70°/13 Pa)
  7. distillationthe remaining oil was distilled over a Vigreux column

出典と根拠

ORDレコード
ord-a84ce0c2384f46d9a1b1262447ac2d9e
出典データセット
uspto-grants-1993_10
特許番号
US05250517

関連ノート

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