Hydrochloric Acid → 2-hydroxy-N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide

HRID 2191475노트

반응식

HRID 2191475 반응식
[O:1]=[C:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([NH:11][C:12]([CH2:14][O:15]C(=O)C)=[O:13])[CH:8]=2)[NH:3]1.[OH-].[Na+].Cl>CO>[OH:15][CH2:14][C:12]([NH:11][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[NH:3][C:2](=[O:1])[CH2:10]2)=[O:13]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 59250067acetic acid (2-oxo-2,3-dihydro-1H-indol-5-ylcarbamoyl)-methyl ester

생성물 1

HCID 592500772-hydroxy-N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide수율 19.5%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Acetic acid (2-oxo-2,3-dihydro-1H-indol-5-ylcarbamoyl)-methyl ester 44a (2.43 g, 10 mmol) was dissolved in 60 ml of methanol under stirring, and sodium hydroxide solution (20 ml, 2 mol/L) was added to the solution and stirred at room temperature overnight. After thin lay chromatography showed the disappearance of starting materials, the reaction mixture was neutralized with hydrochloric acid solution (6 mol/L) in ice-water bath, concentrated under reduced pressure. The resulting solid was purified by silica gel column chromatography to obtain the title compound 2-hydroxy-N-(2-oxo-2,3-dihydro-1H-indol-5-yl)-acetamide 44b (402 mg, yield 19.5%) as a yellow solid.

후처리

  1. stirringstirred at room temperature overnight
  2. concentrationconcentrated under reduced pressure
  3. customThe resulting solid was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-3d2a3b80c4b940e780fcc35f1c0624c4
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329682B2

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