반응식
[F:1][C:2]1([F:16])[O:7][C:6]2[CH:8]=[C:9]([F:13])[C:10]([NH2:12])=[CH:11][C:5]=2[O:4][C:3]1([F:15])[F:14].[N:17]([O-])=O.[Na+].[CH3:21][O:22][CH2:23][C:24](=[O:30])[CH2:25][C:26]([O:28][CH3:29])=[O:27].CC([O-])=O.[Na+]>Cl.O.CCO>[CH3:21][O:22][CH2:23][C:24](=[O:30])[C:25](=[N:17][NH:12][C:10]1[C:9]([F:13])=[CH:8][C:6]2[O:7][C:2]([F:1])([F:16])[C:3]([F:15])([F:14])[O:4][C:5]=2[CH:11]=1)[C:26]([O:28][CH3:29])=[O:27]참가 물질
반응 조건
- 온도
- 0 °C
실험 절차
To a suspension of 2,2,3,3,7-pentafluoro-2,3-dihydro-1,4-benzodioxin-6-amine (4.87 g, 20.2 mmol) in 6 M HCl aqueous solution (20.2 mL) was added a solution of NaNO2 (1.67 g, 24.2 mmol) in water (4 mL) at 0° C. The mixture was stirred at 0° C. for 15 min. To a suspension of methyl 4-methoxy-3-oxobutanoate (2.61 mL, 20.2 mmol) and NaOAc (30.3 g) in EtOH (34 mL) was added the above solution at 0° C. The mixture was stirred at 0° C. for 15 min. The precipitates were collected by filtration, washed with water, dissolved in EtOAc, washed with brine, dried over MgSO4, filtered and concentrated in vacuo to yield the title compound (6.84 g, 85% yield) as a red solid: 1H NMR (DMSO-d6, 300 MHz): δ ppm 3.33 (3H, s), 3.82 (3H, s), 4.68 (2H, s), 7.66-7.93 (2H, m), 12.16 (1H, brs).
후처리
- additionwas added the above solution at 0° C
- stirringThe mixture was stirred at 0° C. for 15 min
- filtrationThe precipitates were collected by filtration
- washwashed with water
- dissolutiondissolved in EtOAc
- washwashed with brine
- dry with materialdried over MgSO4
- filtrationfiltered
- concentrationconcentrated in vacuo
출처 및 근거
- ORD 기록
- ord-f9368930b3b64253a6a4f6b0fdb44383
- 출처 데이터셋
- uspto-grants-2013_01
- 특허 번호
- US08354411B2
연결된 노트
불러오는 중…