Methyl iodide → HCID 90021562、化合物

HRID 1487859ノート

反応式

HRID 1487859 の反応式
[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

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 90021739HCID 90021739、化合物2 回

生成物 1

HCID 90021562HCID 90021562、化合物収率 75.2%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
2.5 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-94c26fcf408b47538a4380d7d620b4ff
出典データセット
uspto-grants-2016_08
特許番号
US09428502B2

反応ノート

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