Diethyl Malonate → HCID 2237931、化合物

HRID 1156843ノート

反応式

HRID 1156843 の反応式
[CH2:1]([O:3][C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].CC[O-].[Na+].[Na].[CH3:17][C:18]1[CH:29]=[CH:28][C:21]([O:22][CH2:23][CH2:24][CH2:25][CH2:26]Br)=[CH:20][CH:19]=1>C(O)C>[CH2:1]([O:3][C:4](=[O:11])[CH:5]([CH2:26][CH2:25][CH2:24][CH2:23][O:22][C:21]1[CH:20]=[CH:19][C:18]([CH3:17])=[CH:29][CH:28]=1)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

参加物

6

反応物 4

HCID 7761Diethyl MalonateHCID 137870Toluene, p-(4-bromobutoxy)-HCID 2723922Sodium ethoxideHCID 5360545Sodium

生成物 1

HCID 2237931HCID 2237931、化合物収率 94.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
60 °C

実験手順

176.2 g of malonic acid diethyl ester are added dropwise at 50° C. to a sodium ethylate solution freshly prepared from 23 g of sodium and 500 ml of ethanol. The mixture is kept at this temperature for 2 hours, and 243.2 g of 4-(4-methylphenoxy)butyl bromide are then added dropwise. When the addition is complete, the obtained mixture is stirred at 60° C. for 3 hours, and substantially concentrated; 1 l of ice-water is then added and the mixture is extracted 3 times with a total of 1 liter of methylene chloride. The combined organic phases are dried over sodium sulfate, and the solvent and the excess malonic acid diethyl ester is distilled off in vacuo. 303.9 g of 4-(4-methylphenoxy)butylmalonic acid diethyl ester are obtained as pale yellow, oily residue.

後処理

  1. additionWhen the addition
  2. concentrationsubstantially concentrated
  3. addition1 l of ice-water is then added
  4. extractionthe mixture is extracted 3 times with a total of 1 liter of methylene chloride
  5. dry with materialThe combined organic phases are dried over sodium sulfate
  6. distillationthe solvent and the excess malonic acid diethyl ester is distilled off in vacuo

出典と根拠

ORDレコード
ord-6e9d17dd544b4fcdb52f57daa4ccd1df
出典データセット
uspto-grants-1982_06
特許番号
US04337267

反応ノート

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