Sodium Hydroxide → 4-[1-(4-Cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoic acid

HRID 412445노트

반응식

HRID 412445 반응식
C[O:2][C:3](=[O:38])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([NH:23][C:24]([NH:26][C:27]2[CH:32]=[CH:31][C:30]([S:33][C:34]([F:37])([F:36])[F:35])=[CH:29][CH:28]=2)=[O:25])[C:11]2[CH:16]=[CH:15][C:14]([CH:17]3[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]3)=[CH:13][CH:12]=2)=[CH:6][CH:5]=1.[OH-].[Na+]>C(O)C>[CH:17]1([C:14]2[CH:13]=[CH:12][C:11]([CH:10]([NH:23][C:24]([NH:26][C:27]3[CH:32]=[CH:31][C:30]([S:33][C:34]([F:37])([F:35])[F:36])=[CH:29][CH:28]=3)=[O:25])[C:7]3[CH:8]=[CH:9][C:4]([C:3]([OH:38])=[O:2])=[CH:5][CH:6]=3)=[CH:16][CH:15]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 674831474-[1-(4-Cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoic acid methyl ester

생성물 1

HCID 223111524-[1-(4-Cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoic acid수율 65.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4-[1-(4-Cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoic acid methyl ester (0.53 g, 0.98 mmol) was dissolved in ethanol (96%, 11 mL) and sodium hydroxide (4 N, 1.47 mL) was added. The mixture was stirred overnight. The reaction was concentrated to dryness and added water (15 mL) and acidified with hydrochloric acid (4 N, 1.6 mL) to pH 2-3 and extracted with ethyl acetate (25 mL). The aqueous phase was extracted once more with ethyl acetate (15 mL) and the combined organic phases were washed 3 times with water (10 mL), dried over magnesium sulphate, filtered and concentrated in vacuo. Crystallisation from ethyl acetate:n-heptane gave 0.34 g of 4-[1-(4-cyclohexylphenyl)-3-(4-trifluoromethylsulfanylphenyl)ureidomethyl]benzoic acid.

후처리

  1. concentrationThe reaction was concentrated to dryness
  2. additionadded water (15 mL)
  3. extractionextracted with ethyl acetate (25 mL)
  4. extractionThe aqueous phase was extracted once more with ethyl acetate (15 mL)
  5. washthe combined organic phases were washed 3 times with water (10 mL)
  6. dry with materialdried over magnesium sulphate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customCrystallisation from ethyl acetate

출처 및 근거

ORD 기록
ord-c780a346173e464f939603ff7bef6ec6
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562807B2

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