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Hydrochloric Acid → 4-({3-[4-(4-Chlorophenyl)-2-phenyl-5-oxazolyl]propanoyl}amino)benzoic acid

HRID 350746
ノート
印刷プレビュー

反応式

HRID 350746 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:9]=[C:10]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[O:11][C:12]=2[CH2:13][CH2:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([O:26]CC)=[O:25])=[CH:20][CH:19]=2)=[O:16])=[CH:4][CH:3]=1.[OH-].[K+].C(O)C.Cl>O.O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[N:9]=[C:10]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[O:11][C:12]=2[CH2:13][CH2:14][C:15]([NH:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([OH:26])=[O:25])=[CH:20][CH:19]=2)=[O:16])=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 21088665HCID 21088665、化合物

生成物 1

HCID 210887274-({3-[4-(4-Chlorophenyl)-2-phenyl-5-oxazolyl]propanoyl}amino)benzoic acid

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8028
Tetrahydrofuran
溶媒

実験手順

A mixture of 3-[4-(4-chlorophenyl)-2-phenyl-5-oxazolyl]-N-[4-(ethoxycarbonyl)phenyl]propionamide (0.70 g), potassium hydroxide (0.26 g), ethanol (20 ml) and tetrahydrofuran (10 ml) was stirred at room temperature for 5 hrs and further stirred at 50° C. for 3 hrs. The reaction mixture was poured into water and acidified with 1N hydrochloric acid. The mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with water and then with saturated brine, dried over anhydrous magnesium sulfate, and concentrated to give a colorless powder. Recrystallization from chloroform-ethanol gave 4-({3-[4-(4-chlorophenyl)-2-phenyl-5-oxazolyl]propanoyl}amino)benzoic acid as colorless prism crystals (0.51 g, 75%). melting point: 243–244° C.

後処理

  1. stirringfurther stirred at 50° C. for 3 hrs
  2. extractionThe mixture was extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with water
  4. dry with materialwith saturated brine, dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customto give a colorless powder
  7. customRecrystallization from chloroform-ethanol

出典と根拠

ORDレコード
ord-f880dcc49842413db92d9b7faf56150b
出典データセット
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07183276B2

反応ノート

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