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Hydrochloric Acid → 2-(2-(2-Benzyloxyphenyl)ethyl)-2-ethoxycarbonylpentanoic acid

HRID 635463
ノート
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反応式

HRID 635463 の反応式
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][C:17]([CH2:28][CH2:29][CH3:30])([C:23]([O:25]CC)=[O:24])[C:18]([O:20][CH2:21][CH3:22])=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH-].[K+].Cl>C(O)C>[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:15][CH2:16][C:17]([C:18]([O:20][CH2:21][CH3:22])=[O:19])([CH2:28][CH2:29][CH3:30])[C:23]([OH:25])=[O:24])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 22618813Diethyl 2-(2-(2-benzyloxyphenyl)ethyl)-2-propylmalonate

生成物 1

HCID 226188042-(2-(2-Benzyloxyphenyl)ethyl)-2-ethoxycarbonylpentanoic acid収率 61.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒3 回

実験手順

To a solution of diethyl 2-(2-(2-benzyloxyphenyl)ethyl)-2-propylmalonate (10 g) in ethanol (50 ml), a solution of potassium hydroxide (1.9 g) in ethanol (180 ml) was added and the mixture was refluxed under heating for 6.5 hours. Ethanol (45 ml) was added thereto and the mixture was stirred at room temperature for 4 days. The reaction mixture was poured into a dilute hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with a saturated brine and dried over sodium sulfate. The solvent was distilled away under reduced pressure and the residue was subjected to silica gel chromatography (eluent; chloroform-methnaol=12:1) to give the subject compound (5.7 g).

後処理

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 6.5 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with a saturated brine
  5. dry with materialdried over sodium sulfate
  6. distillationThe solvent was distilled away under reduced pressure

出典と根拠

ORDレコード
ord-1b46845291a341b18cc5d5340a45f257
出典データセット
uspto-grants-2001_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06187821B1

反応ノート

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