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

HRID 412445ノート

反応式

HRID 412445 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c780a346173e464f939603ff7bef6ec6
出典データセット
uspto-grants-2003_05
特許番号
US06562807B2

反応ノート

読み込み中…