3-Phenylprop-2-En-1-Ol → (3-Phenyl-2-propene-1-yl) 4,4-dimethoxy-3-oxobutyrate

HRID 890148

反応式

HRID 890148 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=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=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][CH:10]=[CH:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)=[O:7]

参加物

6

反応物 3

HCID 3083-Phenylprop-2-En-1-OlHCID 1061PhosphateHCID 248327Ethyl 4,4-dimethoxy-3-oxobutanoate

生成物 1

HCID 53702825(3-Phenyl-2-propene-1-yl) 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-oxobutyrate, 5.14 ml (40.0 mmol) of cinnamyl alcohol and 244 mg (2.0 mmol) of 4-dimethylaminopyridine were heated under reflux in 40 ml of toluene for two nights. A phosphate buffer solution was added to the reaction liquid. 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 distilled 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. distillationThe solvent was distilled 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-129c43881bba449a97daf6ee863e90ff
出典データセット
uspto-grants-2006_02
特許番号
US06995179B2

関連ノート

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