Sodium Hydroxide → alpha-Phenyl-2-pyridineacetamide

HRID 1266237

반응식

HRID 1266237 반응식
[C:1]1([CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:16].[Na+]>S(=O)(=O)(O)O>[C:1]1([CH:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]([NH2:9])=[O:16])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 95510alpha-Phenyl-2-pyridineacetonitrile

생성물 1

HCID 97964alpha-Phenyl-2-pyridineacetamide수율 86%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

A solution of (RS)-phenyl-pyridin-2-yl-acetonitrile (0.928 g, 4.80 mmol) in 5 ml of conc. sulfuric acid was stirred overnight at room temperature. The mixture is poured on 100 g of ice, the pH is adjusted to 8-9 by addition of 28% sodium hydroxide solution and the product is extracted with ethyl acetate/water. After drying (MgSO4) and concentration, the crude material is purified by flash chromatography on silicagel using ethyl acetate as eluant to yield 0.878 g (4.14 mmol, 86%) of (RS)-phenyl-pyridin-2-yl-acetamide as a white solid, m.p. 134° C. and MS: m/e=213.2 (M+H+).

후처리

  1. extractionthe product is extracted with ethyl acetate/water
  2. customAfter drying
  3. concentration(MgSO4) and concentration
  4. customthe crude material is purified by flash chromatography on silicagel

출처 및 근거

ORD 기록
ord-53d94f8fd5174acebbb4b74346c62756
출처 데이터셋
uspto-grants-2003_04
특허 번호
US06548522B1

연결된 노트

불러오는 중…