Methyl iodide → HCID 90021562, 화합물

HRID 1487859노트

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HRID 1487859 반응식
[CH:1]1([C:4]2[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][C:5]=2[C:13](=[O:16])[CH2:14][CH3:15])[CH2:3][CH2:2]1.[C:17](=O)([O-])[O-].[K+].[K+].IC>CN(C)C=O>[CH:1]1([C:4]2[CH:12]=[CH:11][C:7]([C:8]([O:10][CH3:17])=[O:9])=[CH:6][C:5]=2[C:13](=[O:16])[CH2:14][CH3:15])[CH2:2][CH2:3]1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 90021739HCID 90021739, 화합물2회

생성물 1

HCID 90021562HCID 90021562, 화합물수율 75.2%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
2.5 °C

실험 절차

Into a 50-mL round-bottom flask, was placed a solution of 4-cyclopropyl-3-propanoylbenzoic acid (compound 10.6, 500 mg, 2.29 mmol) in N,N-dimethylformamide (20 mL) and potassium carbonate (633 mg, 4.55 mmol). The mixture was cooled to 0-5° C. then iodomethane (157 μL, 2.52 mmol) was added drop-wise. The resulting mixture was stirred for 1 h at 5-10° C., then quenched with water/ice (80 mL). The aqueous phase was extracted with ethyl acetate (2×150 mL) and the combined organic layers were washed with brine (20 mL), sodium carbonate (sat., 20 mL), dried (Na2SO4), filtered, and concentrated under reduced pressure. Obtained 400 mg (75%) of the title compound as a light brown oil.

후처리

  1. customInto a 50-mL round-bottom flask, was placed
  2. customquenched with water/ice (80 mL)
  3. extractionThe aqueous phase was extracted with ethyl acetate (2×150 mL)
  4. washthe combined organic layers were washed with brine (20 mL), sodium carbonate (sat., 20 mL)
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-94c26fcf408b47538a4380d7d620b4ff
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09428502B2

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