Acetone → 3-(3,4-Dimethoxyphenyl)-2-methyl-6-oxohexane-3-carbonitrile

HRID 405015노트

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HRID 405015 반응식
[C:1]([OH:6])(=O)[C:2](O)=O.[C:7]([C:9]1([C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[C:21]([O:27][CH3:28])[CH:20]=2)OC(CCC(C)C)CO1)#[N:8].[C:29](=O)([O-])[O-].[K+].[K+].[CH3:35][C:36]([CH3:38])=O>O>[CH3:28][O:27][C:21]1[CH:20]=[C:19]([C:9]([CH:36]([CH3:38])[CH3:35])([CH2:29][CH2:2][CH:1]=[O:6])[C:7]#[N:8])[CH:24]=[CH:23][C:22]=1[O:25][CH3:26]

참가 물질

6

반응물 4

HCID 180AcetoneHCID 971Oxalic AcidHCID 11430Potassium CarbonateHCID 671041742-Cyano-2-(3,4-dimethoxyphenyl)-2-isopropylethyl-1,3-dioxolane

생성물 1

HCID 30153703-(3,4-Dimethoxyphenyl)-2-methyl-6-oxohexane-3-carbonitrile

시약·촉매·용매 1

HCID 962Water용매

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온도
80 °C

실험 절차

Oxalic acid dehydrate (504.6 mg, 3.96 mmol) was added to a solution of the acetal (19) (372 mg, 1.16 mmol) in acetone (10 mL) and water (10 mL). The resulting mixture was stirred at 80° C. for four hours. The reaction mixture was cooled to room temperature. Potassium carbonate (1.3 g) was added to quench the reaction. The mixture was extracted with ethyl ether (3×20 mL). The organic solution was washed with brine, dried over sodium sulfate, concentrated to afford the crude product (17) (293 mg), which was used in the next step without further purification. The product was confirmed by 1H-NMR spectra.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customto quench
  3. customthe reaction
  4. extractionThe mixture was extracted with ethyl ether (3×20 mL)
  5. washThe organic solution was washed with brine
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8e15abe2e51e4aeaa373318080326d13
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08748648B2

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