2,5,6-Trimethylbenzimidazole → 2,5,6-Trimethyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole

HRID 1610834ノート

反応式

HRID 1610834 の反応式
[CH3:1][C:2]1[NH:3][C:4]2[CH:10]=[C:9]([CH3:11])[C:8]([CH3:12])=[CH:7][C:5]=2[N:6]=1.[H][H]>[Pd]>[CH3:1][C:2]1[NH:3][C:4]2[CH2:10][CH:9]([CH3:11])[CH:8]([CH3:12])[CH2:7][C:5]=2[N:6]=1

参加物

4

反応物 2

HCID 768912,5,6-TrimethylbenzimidazoleHCID 178418361HCID 178418361、化合物

生成物 1

HCID 222582702,5,6-Trimethyl-4,5,6,7-tetrahydro-1H-benzo[d]imidazole

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

10.0 g (62.41 mmol) 2,5,6-Trimethylbenzimidazole are dissolved in 60 ml glacial acid. 2.0 g (1.89 mmol) palladium (10% on carbon) are added under argon and the reaction mixture is treated with hydrogen at a temperature of 150° C. and 80 bar pressure for 48 h. The solution is filtrated over celite and washed with glacial acid. The solvent is evaporated under vacuum, 10 ml water and sodium hydroxid solution are added the solution to a pH of 9-10. The precipitate is filtrated and washed with water. The precipitate is dissolved in ethyl acetate/dichlor-methane and extracted with saturated sodium chloride solution. The organic phase is dried over sodium sulfate, filtrated and concentrated under vacuum. Diethylether is added, the crystalls are filtrated and dried.

後処理

  1. filtrationThe solution is filtrated over celite
  2. washwashed with glacial acid
  3. customThe solvent is evaporated under vacuum, 10 ml water and sodium hydroxid solution
  4. additionare added the solution to a pH of 9-10
  5. filtrationThe precipitate is filtrated
  6. washwashed with water
  7. dissolutionThe precipitate is dissolved in ethyl acetate/dichlor-methane
  8. extractionextracted with saturated sodium chloride solution
  9. dry with materialThe organic phase is dried over sodium sulfate
  10. filtrationfiltrated
  11. concentrationconcentrated under vacuum
  12. additionDiethylether is added
  13. filtrationthe crystalls are filtrated
  14. customdried

出典と根拠

ORDレコード
ord-59334ab7eae54c48a65f2070e60410a3
出典データセット
uspto-grants-2006_01
特許番号
US06984646B2

反応ノート

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