Benzyl Alcohol → Benzyl 4,4-dimethoxy-3-oxobutyrate

HRID 1700335

反応式

HRID 1700335 の反応式
[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][CH3:10])=[O:7].C(O)[C:15]1[CH:20]=[CH:19]C=[CH:17][CH:16]=1.P([O-])([O-])([O-])=O>CN(C)C1C=CN=CC=1.C1(C)C=CC=CC=1>[CH3:1][O:2][CH:3]([O:12][CH3:13])[C:4](=[O:11])[CH2:5][C:6]([O:8][CH2:9][C:10]1[CH:19]=[CH:20][CH:15]=[CH:16][CH:17]=1)=[O:7]

参加物

6

反応物 3

HCID 244Benzyl AlcoholHCID 1061PhosphateHCID 248327Ethyl 4,4-dimethoxy-3-oxobutanoate

生成物 1

HCID 18318278Benzyl 4,4-dimethoxy-3-oxobutyrate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 1140Toluene溶媒

実験手順

2.68 g (14.1 mmol) of ethyl 4,4-dimethoxy-3-oxo-butyrate, 3.62 ml (34.9 mmol) of benzyl alcohol and 244 mg (2.0 mmol) of 4-dimethylaminopyridine were heated under reflux in 40 ml of toluene for three nights. A phosphate buffer solution was added to the obtained reaction solution. After the extraction with ethyl acetate, the organic layer was washed with a saturated aqueous salt solution and then dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by the silica gel chromatography (hexane/ethyl acetate=9:1) to obtain the title compound.

後処理

  1. extractionAfter the extraction with ethyl acetate
  2. washthe organic layer was washed with a saturated aqueous salt solution
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. customthe residue was purified by the silica gel chromatography (hexane/ethyl acetate=9:1)

出典と根拠

ORDレコード
ord-5528c3d14ce94083a61c9fa6555a229c
出典データセット
uspto-grants-2002_02
特許番号
US06350762B1

関連ノート

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