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

HRID 434034

反応式

HRID 434034 の反応式
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]

参加物

8

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 4

HCID 887Methanol溶媒HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
55 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-467415632a8443a5bb32c4a832e98e6a
出典データセット
uspto-grants-2003_12
特許番号
US06670373B1

関連ノート

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