Water → HCID 19074340、化合物

HRID 964935ノート

反応式

HRID 964935 の反応式
[H-].[H-].[H-].[H-].[Li+].[Al+3].[Cl:7][C:8]1[CH:23]=[CH:22][C:11]2[C:12](=O)[NH:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[O:16][C:10]=2[CH:9]=1.O>O1CCCC1.O1CCOCC1>[Cl:7][C:8]1[CH:23]=[CH:22][C:11]2[CH2:12][NH:13][C:14]3[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=3[O:16][C:10]=2[CH:9]=1

参加物

6

反応物 3

HCID 962WaterHCID 190743493158-88-1HCID 21226445Aluminium lithium hydride

生成物 1

HCID 19074340HCID 19074340、化合物収率 84%

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 312751,4-Dioxane溶媒

実験手順

LiAlH4 (1M) in tetrahydrofuran (100 ml) was added dropwise to a mixture of 3-chlorodibenz[b,f][1,4]oxazepin-11(10H)-one (12.3 g) (prepared as described in Indian J. Chem. 1974, 12(3), 227-35) in 1,4-dioxane (400ml) under a N2 atmosphere. The mixture was stirred, refluxed for 1 hour 30 minutes, cooled and water was added dropwise. The mixture was acidified and extracted with EtOAc. The organic layer was dried with Na2SO4, filtered off and evaporated. The residue was purified by open column chromatography over silica gel (eluent: CH2Cl2). The pure fractions were collected and evaporated, yielding 9.74 g (84%) of 3-chloro-10,11-dihydrodibenz[b,f]-[1,4]oxazepine (interm.8).

後処理

  1. temperaturerefluxed for 1 hour 30 minutes
  2. temperaturecooled
  3. extractionextracted with EtOAc
  4. dry with materialThe organic layer was dried with Na2SO4
  5. filtrationfiltered off
  6. customevaporated
  7. customThe residue was purified by open column chromatography over silica gel (eluent: CH2Cl2)
  8. customThe pure fractions were collected
  9. customevaporated

出典と根拠

ORDレコード
ord-ac3ae8b737ee474e9feeec00caf212b9
出典データセット
uspto-grants-1998_06
特許番号
US05773433

反応ノート

読み込み中…