Water → Diethyl 2-benzyloxymethyl-2-cyclohexylmalonate

HRID 1197319ノート

反応式

HRID 1197319 の反応式
[CH:1]1([CH:7]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].[Na+].Cl[CH2:21][O:22][CH2:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1.O>O1CCCC1>[CH2:23]([O:22][CH2:21][C:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)([C:8]([O:10][CH2:11][CH3:12])=[O:9])[C:13]([O:15][CH2:16][CH3:17])=[O:14])[C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 137983Benzyl chloromethyl etherHCID 240541Diethyl 2-cyclohexylmalonate

生成物 1

HCID 19373401Diethyl 2-benzyloxymethyl-2-cyclohexylmalonate収率 107.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Diethyl cyclohexylmalonate (18.7 g) (ref. Beilstein 9, 739) was added to a stirred suspension of sodium hydride (4.8 g, 50% dispersion in oil) in dry tetrahydrofuran (50 ml) under nitrogen. The mixture was refluxed, with stirring, for one hour. The mixture was cooled and benzyl chloromethyl ether (13.9 g.) (Sigma Chemical Company) in dry tetrahydrofuran (50 ml) was added and the mixture was refluxed, with stirring, for three hours. The mixture was cooled and poured into water. The aqueous mixture was extracted with ether. The ether extracts were washed with water, dried over anhydrous magnesium sulphate and evaporated in vacuo. Diethyl 2-benzyloxymethyl-2-cyclohexylmalonate (30 g.) was obtained as a brown oil and was used without further purification.

後処理

  1. temperatureThe mixture was refluxed
  2. temperatureThe mixture was cooled
  3. temperaturethe mixture was refluxed
  4. stirringwith stirring, for three hours
  5. temperatureThe mixture was cooled
  6. extractionThe aqueous mixture was extracted with ether
  7. washThe ether extracts were washed with water
  8. dry with materialdried over anhydrous magnesium sulphate
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-7a6eec8ec7d04a5ba9536637ef3c5cc1
出典データセット
uspto-grants-1992_05
特許番号
US05116862

反応ノート

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