Tetrahydrofuran → N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid

HRID 1665688ノート

反応式

HRID 1665688 の反応式
[OH-].[Na+].C([O:5][C:6](=[O:23])[CH2:7][C:8]([NH:10][C:11]1[CH:15]=[C:14]([C:16]2[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=2)[O:13][N:12]=1)=[O:9])C.C1COCC1>O>[F:22][C:19]1[CH:20]=[CH:21][C:16]([C:14]2[O:13][N:12]=[C:11]([NH:10][C:8](=[O:9])[CH2:7][C:6]([OH:23])=[O:5])[CH:15]=2)=[CH:17][CH:18]=1

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 57875802N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid ethyl ester

生成物 1

HCID 57875816N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid収率 90.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

NaOH (34 mg, 8.5 mmol) was added to a solution of N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid ethyl ester (292 mg, 1.0 mmol) in the mixture of THF (13 mL) and H2O (13 mL) and stirred for 1 hr at room temperature. The reaction mixture was concentrated and the obtained residue was diluted with water, acidified with concentrated HCl, and extracted with ethyl acetate. The ethyl acetate layer was washed with brine, dried over Na2SO4 and concentrated to afford 40 mg (90.9% Yield) of N-[5-(4-fluoro-phenyl)-isoxazol-3-yl]-malonamic acid.

後処理

  1. concentrationThe reaction mixture was concentrated
  2. additionthe obtained residue was diluted with water
  3. extractionextracted with ethyl acetate
  4. washThe ethyl acetate layer was washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-bfdb5dd771a44f1695541b673278d3d2
出典データセット
uspto-grants-2011_10
特許番号
US08039463B2

反応ノート

読み込み中…