Hydrochloric Acid → 2-[5-chloro-2-[2-(1-naphthyl)propanoylamino]phenylmethyl]Benzoic Acid

HRID 460433노트

반응식

HRID 460433 반응식
C[O:2][C:3](=[O:33])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][C:11]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:12]=1[NH:18][C:19](=[O:32])[CH:20]([C:22]1[C:31]2[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=2)[CH:25]=[CH:24][CH:23]=1)[CH3:21].[OH-].[Na+].Cl>>[Cl:17][C:15]1[CH:14]=[CH:13][C:12]([NH:18][C:19](=[O:32])[CH:20]([C:22]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[CH:25]=[CH:24][CH:23]=2)[CH3:21])=[C:11]([CH2:10][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([OH:33])=[O:2])[CH:16]=1

참가 물질

4

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 102046962-[5-chloro-2-[2-(1-naphthyl)propanoylamino]phenylmethyl]Benzoic Acid Methyl Ester

생성물 1

HCID 101143682-[5-chloro-2-[2-(1-naphthyl)propanoylamino]phenylmethyl]Benzoic Acid수율 80.2%

반응 조건

온도
50 °C

실험 절차

To a solution of 2-[5-chloro-2-[2-(1-naphthyl)propanoylamino]phenyl methyl]benzoic acid methyl ester (440 mg; prepared in Example 1.) in methanol-dioxane (1:1; 8 ml) was added 2 mol/L aqueous solution of sodium hydroxide (3 ml) and the mixture was stirred for 3 hours at 50° C. The solution was acidified with hydrochloric acid and was extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous solution of sodium chloride, dried and concentrated to give a crude crystal. It was washed with ethyl acetate-hexane to give the title compound (342 mg; white powder) having the following physical data.

후처리

  1. extractionwas extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous solution of sodium chloride, dried
  4. concentrationconcentrated
  5. customto give a crude crystal
  6. washIt was washed with ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-8fb7c53be312416295a6f9e6b7c1af69
출처 데이터셋
uspto-grants-2007_03
특허 번호
US07196198B2

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