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

HRID 575921노트

반응식

HRID 575921 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e042da5ffa2b44758f83ce37b7e70a08
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09035065B2

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