Methyl iodide → HCID 57663228, 화합물

HRID 548723노트

반응식

HRID 548723 반응식
[H-].[Na+].[F:3][C:4]1[CH:16]=[CH:15][C:7]2[C:8](=[O:14])[NH:9][C:10]([CH3:13])([CH3:12])[O:11][C:6]=2[CH:5]=1.[CH3:17]I>C1COCC1>[F:3][C:4]1[CH:16]=[CH:15][C:7]2[C:8](=[O:14])[N:9]([CH3:17])[C:10]([CH3:12])([CH3:13])[O:11][C:6]=2[CH:5]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 57663162HCID 57663162, 화합물

생성물 1

HCID 57663228HCID 57663228, 화합물수율 67.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Sodium hydride (60% dispersion in oil) (112 mg, 2.82 mmol) was added to a solution of 7-fluoro-2,2-dimethyl-2,3-dihydro-4H-1,3-benzoxazin-4-one (0.5 g, 2.56 mmol) in THF (10 mL) at 0° C., under argon then the mixture allowed to warm to RT and methyl iodide (0.18 mL, 2.82 mmol) added. The reaction was stirred at RT for 24 hours, poured into ice/water (50 mL) and extracted into ethyl acetate (50 mL). The organic layer was washed with brine (50 mL), dried (MgSO4), and the solvent removed in vacuo to give a yellow oil which was chromatographed on silica, eluting with 30-60% ethyl acetate in isohexane, to give the desired compound as a colourless oil (0.36 g). 1H NMR δ (CDCl3): 1.65 (s, 6H), 3.08 (s, 3H), 6.61 (dd, 1H), 6.75-6.80 (m, 1H), 7.93-7.96 (m, 1H); m/z 210 (M+H)+

후처리

  1. extractionextracted into ethyl acetate (50 mL)
  2. washThe organic layer was washed with brine (50 mL)
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed in vacuo
  5. customto give a yellow oil which
  6. customwas chromatographed on silica
  7. washeluting with 30-60% ethyl acetate in isohexane

출처 및 근거

ORD 기록
ord-4ee79dae82ac4f31ba8a61995958de7d
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07943607B2

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