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

HRID 350746
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반응식

HRID 350746 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14797Potassium HydroxideHCID 21088665HCID 21088665, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매
HCID 8028
Tetrahydrofuran
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f880dcc49842413db92d9b7faf56150b
출처 데이터셋
uspto-grants-2007_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07183276B2

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