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Water → Ethyl 4-(4-chlorophenoxy)-2,2-dimethyl-3-oxobutanoate

HRID 1065782
ノート
印刷プレビュー

反応式

HRID 1065782 の反応式
[CH2:1]([O:3][C:4](=[O:12])[C:5]([CH3:11])([CH3:10])[C:6](=[O:9])[CH2:7]Br)[CH3:2].[Cl:13][C:14]1[CH:19]=[CH:18][C:17]([OH:20])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:12])[C:5]([CH3:11])([CH3:10])[C:6](=[O:9])[CH2:7][O:20][C:17]1[CH:18]=[CH:19][C:14]([Cl:13])=[CH:15][CH:16]=1)[CH3:2]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 46844-ChlorophenolHCID 11430Potassium CarbonateHCID 12822309Ethyl 4-bromo-2,2-dimethyl-3-oxobutanoate

生成物 1

HCID 53810952Ethyl 4-(4-chlorophenoxy)-2,2-dimethyl-3-oxobutanoate収率 56.9%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide
溶媒

反応条件

温度
40 °C

実験手順

316 g (2 mol) of 4-bromo-2,2-dimethyl-3-keto-butanoic acid ethyl ester were added dropwise, at 30° C., to 246 g (2 mol) of 4-chlorophenol and 210 g of potassium carbonate in 1,000 ml of dimethylformamide. The mixture was stirred for 20 hours at room temperature and 2 hours at 40° C. The reaction mixture was then introduced into 2,000 ml of water. The aqueous phase was extracted by shaking twice with 500 ml of methylene chloride at a time and the organic phase was extracted by shaking twice with 250 ml of water each time. The combined organic phases were dried, concentrated and distilled. 324 g (56% of theory) of 4-(4-chlorophenoxy)-2,2-dimethyl-3-keto-butanoic acid ethyl ester of melting point 125-135° C./0.1 mm Hg were obtained.

後処理

  1. extractionThe aqueous phase was extracted
  2. stirringby shaking twice with 500 ml of methylene chloride at a time
  3. extractionthe organic phase was extracted
  4. stirringby shaking twice with 250 ml of water each time
  5. customThe combined organic phases were dried
  6. concentrationconcentrated
  7. distillationdistilled

出典と根拠

ORDレコード
ord-c6c7534911b443d39d4843272e860876
出典データセット
uspto-grants-1982_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04331674

反応ノート

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