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

HRID 890148

반응식

HRID 890148 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 53702825(3-Phenyl-2-propene-1-yl) 4,4-dimethoxy-3-oxobutyrate

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 1140Toluene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-129c43881bba449a97daf6ee863e90ff
출처 데이터셋
uspto-grants-2006_02
특허 번호
US06995179B2

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