Hydrochloric Acid → 4-Carboxy-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole

HRID 434034

반응식

HRID 434034 반응식
C[O:2][C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[N:7][O:8][C:9]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:4].[OH-].[Na+].Cl>CO.C1COCC1.C(OCC)(=O)C.O>[C:3]([C:5]1[C:6]([C:16]2[C:21]([F:22])=[CH:20][CH:19]=[CH:18][C:17]=2[Cl:23])=[N:7][O:8][C:9]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1)([OH:4])=[O:2]

참가 물질

8

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 187562824-Methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole

생성물 1

HCID 187562674-Carboxy-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole수율 100.4%

시약·촉매·용매 4

HCID 887Methanol용매HCID 962Water용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

반응 조건

온도
55 °C

실험 절차

To a solution of 4-methoxycarbonyl-5-phenyl-3-(2-chloro-6-fluorophenyl)isoxazole (0.70 g, 2.1 mmol) in methanol (5 ml) and THF (2 ml) was added a solution of 2N NaOH (4 ml) at room temperature. The mixture was heated to 55° C. for 1.5 h. Upon cooling to room temperature, aqueous HCl was added until the pH was below 4. The mixture was diluted with ethyl acetate and water and the fractions separated. The organic fraction was washed (brine) and dried (MgSO4). Filtration and concentration gave the title compound (0.67 g, 100%), which was used without further purification.

후처리

  1. temperatureUpon cooling to room temperature
  2. customthe fractions separated
  3. washThe organic fraction was washed (brine)
  4. dry with materialdried (MgSO4)
  5. filtrationFiltration and concentration

출처 및 근거

ORD 기록
ord-467415632a8443a5bb32c4a832e98e6a
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06670373B1

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