Ethanol → 6,7,8,9-Tetrahydro-4-(methyl)pyridazino[4,5-b]indolizin-1-one

HRID 1292069ノート

反応式

HRID 1292069 の反応式
[CH3:1][C:2]1[C:14]2[N:13]3[C:8]([CH:9]=[CH:10][CH:11]=[CH:12]3)=[CH:7][C:6]=2[C:5](=[O:15])[NH:4][N:3]=1.O.C(O)C.S(=O)(=O)(O)O>[Pd].C(O)(=O)C>[CH3:1][C:2]1[C:14]2[N:13]3[C:8]([CH2:9][CH2:10][CH2:11][CH2:12]3)=[CH:7][C:6]=2[C:5](=[O:15])[NH:4][N:3]=1

参加物

7

反応物 4

HCID 702EthanolHCID 962WaterHCID 1118Sulfuric AcidHCID 157133114-methyl-2H-pyridazino[4,5-b]indolizine-1-one

生成物 1

HCID 867526156,7,8,9-Tetrahydro-4-(methyl)pyridazino[4,5-b]indolizin-1-one

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

4-Methylpyridazino[4,5-b]indolizin-1-one (5.08 g, 25.5 mmol) was hydrogenated at room temperature and 55 psi using a Parr apparatus in a mixture containing 100 mL each of water, ethanol and acetic acid, 3 mL of concentrated sulfuric acid, and 10% Pd on charcoal (500 mg). A white precipitate was observed. The precipitate and catalyst were filtered through Solka Floc and the solids were washed with methanol and methylene chloride. The washes were evaporated to give 6,7,8,9-tetrahydro-4-(methyl)pyridazino[4,5-b]indolizin-1-one (XI). The reduction filtrate was evaporated in vacuo to remove most of the volatiles, then filtered to isolate additional XI. The aqueous phase was then washed with methylene chloride to extract the remaining XI. The product from all three fractions was combined and dried in vacuo to give 3.2 g (67%) of XI.

後処理

  1. customwas hydrogenated at room temperature
  2. filtrationThe precipitate and catalyst were filtered through Solka Floc
  3. washthe solids were washed with methanol and methylene chloride
  4. customThe washes were evaporated

出典と根拠

ORDレコード
ord-070493017eb640598261d9eabad26bb1
出典データセット
uspto-grants-1998_05
特許番号
US05756501

反応ノート

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