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 1698605노트

반응식

HRID 1698605 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-3210b45f15e54f20a26074f1dbf49c08
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08163935B2

반응 노트

불러오는 중…