Ammonium formate → 8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

HRID 548765ノート

反応式

HRID 548765 の反応式
Cl[C:2]1[C:12]2[O:11][CH2:10][CH2:9][N:8]([CH3:13])[C:7](=[O:14])[C:6]=2[CH:5]=[CH:4][C:3]=1[F:15].C([O-])=O.[NH4+]>[Pd].CO>[F:15][C:3]1[CH:4]=[CH:5][C:6]2[C:7](=[O:14])[N:8]([CH3:13])[CH2:9][CH2:10][O:11][C:12]=2[CH:2]=1

参加物

5

反応物 2

HCID 2723923Ammonium formateHCID 576632269-chloro-8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

生成物 1

HCID 576631608-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A mixture of 9-chloro-8-fluoro-4-methyl-3,4-dihydro-1,4-benzoxazepin-5(2H)-one (1 equivalent), 10% palladium on charcoal (0.1 equivalents) and ammonium formate (10 equivalents) in methanol was heated at reflux for 2 hours. The mixture was allowed to cool, filtered through Celite® and the filtrate concentrated in vacuo. The residue was partitioned between ethyl acetate and water, the organic phase washed with brine, dried (MgSO4), concentrated in vacuo and chromatographed on alumina, eluting with ethyl acetate, to give the desired compound as a colourless solid.

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 2 hours
  3. temperatureto cool
  4. filtrationfiltered through Celite®
  5. concentrationthe filtrate concentrated in vacuo
  6. customThe residue was partitioned between ethyl acetate and water
  7. washthe organic phase washed with brine
  8. dry with materialdried (MgSO4)
  9. concentrationconcentrated in vacuo
  10. customchromatographed on alumina
  11. washeluting with ethyl acetate

出典と根拠

ORDレコード
ord-c072d528ffb543728f451a5bd2604f87
出典データセット
uspto-grants-2011_05
特許番号
US07943607B2

反応ノート

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