7-(1-Ethylprop-1-en-1-yl)-1-methyl-4-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one → 7-(1-Ethylpropyl)-1-methyl-4-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one

HRID 1698605ノート

反応式

HRID 1698605 の反応式
[CH2:1]([C:3]([C:6]1[C:11]2[N:12]([CH3:16])[C:13](=[O:15])[NH:14][C:10]=2[C:9]([C:17]([F:20])([F:19])[F:18])=[CH:8][CH:7]=1)=[CH:4][CH3:5])[CH3:2].[H][H]>[Pd].C(O)(=O)C>[CH2:1]([CH:3]([C:6]1[C:11]2[N:12]([CH3:16])[C:13](=[O:15])[NH:14][C:10]=2[C:9]([C:17]([F:18])([F:20])[F:19])=[CH:8][CH:7]=1)[CH2:4][CH3:5])[CH3:2]

参加物

5

反応物 2

HCID 672729457-(1-Ethylprop-1-en-1-yl)-1-methyl-4-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 672729847-(1-Ethylpropyl)-1-methyl-4-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one収率 72%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒

実験手順

A mixture of 7-(1-ethylprop-1-en-1-yl)-1-methyl-4-(trifluoromethyl)-1,3-dihydro-2H-benzimidazol-2-one (486 mg, 1.71 mmol), 10% palladium on carbon (200 mg) and acetic acid (5 ml) was hydrogenated under 5 atom of hydrogen at 50° C. for 2 h. Catalyst was filtered off and filtrates were concentrated in vacuo. Aqueous saturated sodium bicarbonate was added to the residue and extracted with ethyl acetate. The extracts were washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by recrystallization from diisopropylether/n-hexane to give 350 mg (1.22 mmol, 72%) of the title compound as a white powder.

後処理

  1. filtrationCatalyst was filtered off
  2. concentrationfiltrates were concentrated in vacuo
  3. additionAqueous saturated sodium bicarbonate was added to the residue
  4. extractionextracted with ethyl acetate
  5. washThe extracts were washed with water
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated in vacuo
  8. customThe residue was purified by recrystallization from diisopropylether/n-hexane

出典と根拠

ORDレコード
ord-3210b45f15e54f20a26074f1dbf49c08
出典データセット
uspto-grants-2012_04
特許番号
US08163935B2

反応ノート

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