Water → 5,5-dimethyltetrahydro-2H-pyran-2-one
反応式
O[CH2:2][C:3]([CH3:10])([CH3:9])[CH2:4][CH2:5][C:6]([OH:8])=[O:7].C([O-])([O-])=O.[K+].[K+].IC.O>CN(C=O)C>[CH3:2][C:3]1([CH3:10])[CH2:9][O:7][C:6](=[O:8])[CH2:5][CH2:4]1参加物
6
実験手順
To a solution of 5-hydroxy-4,4-dimethyl-pentanoic acid (300 mg, 2.05 mmol) in DMF (5 ml), K2CO3 (369 mg, 2.87 mmol) and iodomethane (154 ul, 2.47 mmol) are added at room temperature. The mixture is stirred at room temperature for 15 hours. To the mixture, H2O is added and the solution is extracted with AcOEt. The organic layer is washed with H2O, and brine, and dried over MgSO4, and concentrated under reduced pressure. The residue is purified by silica gel column chromatography to give 5,5-dimethyl-tetrahydro-pyran-2-one (150 mg, 47%); TLC (hexane/AcOEt, 2:1) Rf 0.40, 1H NMR (400 MHz, chloroform-d) δ ppm 1.06 (s, 6H), 1.70 (t, 2H), 2.56 (t, 2H), 3.97 (s, 2H).
後処理
- extractionthe solution is extracted with AcOEt
- washThe organic layer is washed with H2O, and brine
- dry with materialdried over MgSO4
- concentrationconcentrated under reduced pressure
- customThe residue is purified by silica gel column chromatography
出典と根拠
- ORDレコード
- ord-ab6814d205234cc1b730d9edfbc76db5
- 出典データセット
- uspto-grants-2012_06
- 特許番号
- US08193349B2
反応ノート
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