Methyl 4-methoxyacetoacetate → HCID 178496271, 화합물

HRID 1895172노트

반응식

HRID 1895172 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

8

반응물 4

HCID 123500Methyl 4-methoxyacetoacetateHCID 517045Sodium AcetateHCID 144057012,2,3,3,7-Pentafluoro-2,3-dihydro-1,4-benzodioxin-6-amineHCID 23668193Sodium Nitrite

생성물 1

HCID 178496271HCID 178496271, 화합물수율 85%

시약·촉매·용매 3

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매HCID 962Water용매

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 (303 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

  1. additionwas added the above solution at 0° C
  2. stirringThe mixture was stirred at 0° C. for 15 min
  3. filtrationThe precipitates were collected by filtration
  4. washwashed with water
  5. dissolutiondissolved in EtOAc
  6. washwashed with brine
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-1341885ad1054db1aa00dd587f027c47
출처 데이터셋
uspto-grants-2013_08
특허 번호
US08513251B2

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