Methyl iodide → 2-Methyl-1-phenyl-2-(pyridin-2-yl)propan-1-one

HRID 907488ノート

反応式

HRID 907488 の反応式
[C:1]1([C:7](=[O:16])[CH:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].[CH3:19]I>C1COCC1>[CH3:9][C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([CH3:19])[C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)=[O:16]

参加物

5

反応物 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 115502561-Phenyl-2-(pyridin-2-yl)propan-1-one

生成物 1

HCID 594074642-Methyl-1-phenyl-2-(pyridin-2-yl)propan-1-one収率 69%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of compound 3 (3.0 g, 14.2 mmol) in THF (10 mL) is added to a suspension of sodium hydride (60%, 0.63 g, 15.6 mmol) in THF (60 mL) at 0° C. The reaction mixture is kept at the same temperature for 2 hours and methyl iodide (0.93 mL, 14.9 mmol) is added at 0° C. The reaction mixture is allowed to warm up to room temperature overnight and then quenched with water. The mixture is separated and the aqueous phase is extracted with ethyl acetate (2×40 mL). The extracts are combined, washed with brine, dried, concentrated and purified by column chromatography (hexane/ethyl acetate 50:1 to 4:1) to give 4 (2.2 g, 69%) as a yellow solid.

後処理

  1. customquenched with water
  2. customThe mixture is separated
  3. extractionthe aqueous phase is extracted with ethyl acetate (2×40 mL)
  4. washwashed with brine
  5. customdried
  6. concentrationconcentrated
  7. custompurified by column chromatography (hexane/ethyl acetate 50:1 to 4:1)

出典と根拠

ORDレコード
ord-c71c060800224aa382daa9082c08adf6
出典データセット
uspto-grants-2011_09
特許番号
US08013165B2

反応ノート

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