Sodium Hydroxide → 7-Benzoyl-2-oxindole

HRID 442531노트

반응식

HRID 442531 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[OH-:11].[Na+]>>[C:3]([C:8]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:9]=1[NH:1][C:2](=[O:10])[CH2:3]2)(=[O:11])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

3

반응물 2

HCID 14798Sodium HydroxideHCID 321710Oxindole

생성물 1

HCID 1709837-Benzoyl-2-oxindole

실험 절차

The hydrolysis of an indolin-2-one (II) is carried out in dilute aqueous base as, for example, 3N sodium hydroxide solution, for a period of from about 0.5 hour to about 1.0 hour. The hydrolysis may be run in an inert atmosphere using nitrogen. The hydrolysis mixture may be filtered to remove base-insoluble materials and the pH of the basic solution is adjusted to pH 6-pH 7 by the addition of a weak organic acid such as glacial acetic acid or a dilute mineral acid such as hydrochloric acid. When (I) is a 2-amino-5-benzoylphenylacetic acid or a 2-amino-6-benzoylphenylacetic acid the product can be readily recrystallized from a suitable solvent. When (I) is a 2-amino-3-benzoylphenylacetic acid, recrystallization may result in partial cyclization to the precursor 7-benzoylindolin-2-one (II). Therefore, in the preparation of a 2-amino-3-benzoylphenylacetic acid (I) theproduct is preferably not recrystallized and is isolated by careful acidification of the filtered basic hydrolysis mixture.

후처리

  1. waitfor a period of from about 0.5 hour to about 1.0 hour
  2. customThe hydrolysis
  3. filtrationThe hydrolysis mixture may be filtered
  4. customto remove base-insoluble materials
  5. additionthe pH of the basic solution is adjusted to pH 6-pH 7 by the addition of a weak organic acid such as glacial acetic acid
  6. customa 2-amino-6-benzoylphenylacetic acid the product can be readily recrystallized from a suitable solvent
  7. customa 2-amino-3-benzoylphenylacetic acid, recrystallization

출처 및 근거

ORD 기록
ord-2b52e00162964d069fb2af4bda922a75
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04045576

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