Methyl 4-methoxyacetoacetate → HCID 178496286, 화합물

HRID 1895178

반응식

HRID 1895178 반응식
[F:1][C:2]1[CH:8]=[CH:7][C:6]([I:9])=[CH:5][C:3]=1[NH2:4].[N:10]([O-])=O.[Na+].[CH3:14][O:15][CH2:16][C:17](=[O:23])[CH2:18][C:19]([O:21][CH3:22])=[O:20].CC([O-])=O.[Na+]>Cl.O.CCO>[F:1][C:2]1[CH:8]=[CH:7][C:6]([I:9])=[CH:5][C:3]=1[NH:4][N:10]=[C:18]([C:17](=[O:23])[CH2:16][O:15][CH3:14])[C:19]([O:21][CH3:22])=[O:20]

참가 물질

8

반응물 4

HCID 123500Methyl 4-methoxyacetoacetateHCID 517045Sodium AcetateHCID 23668193Sodium NitriteHCID 254184602-Fluoro-5-iodoaniline

생성물 1

HCID 178496286HCID 178496286, 화합물수율 87%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

To a suspension of 2-fluoro-5-iodoaniline (9.83 g, 41.5 mmol) in 6 M HCl aqueous solution (83.0 mL) was added a solution of NaNO2 (3.43 g, 49.8 mmol) in water (8.3 mL) at 0° C. To a suspension of methyl 4-methoxy-3-oxobutanoate (5.37 mL, 41.5 mmol) and NaOAc (124 g) in EtOH (70 mL) was added the above solution at 0° C. The mixture was stirred at 0° C. for 10 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 (14.2 g, 87% yield) as a red solid: 1H NMR (DMSO-d6, 300 MHz): δ ppm 3.31 (3H, s), 3.83 (3H, s), 4.64 (2H, s), 7.03-7.41 (1H, m), 7.43-7.66 (1H, m), 7.85-8.07 (1H, m), 12.20 (1H, brs).

후처리

  1. additionwas added the above solution at 0° C
  2. filtrationThe precipitates were collected by filtration
  3. washwashed with water
  4. dissolutiondissolved in EtOAc
  5. washwashed with brine
  6. dry with materialdried over MgSO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-04543525e77c43b7b8a892ddd0fe211d
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513251B2

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