Pyridine → HCID 22141268, 화합물

HRID 428972노트

반응식

HRID 428972 반응식
O[CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)[C:3]#[N:4].N1C=CC=CC=1.S(Cl)([Cl:22])=O>C(OCC)C>[Cl:22][CH:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[CH:6]=1)[C:3]#[N:4]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 32778082-Hydroxy-2-(3-nitrophenyl)acetonitrile

생성물 1

HCID 22141268HCID 22141268, 화합물수율 89%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

A solution of 2-hydroxy-2-(3-nitrophenyl)acetonitrile (Preparation 113, 1.0 g, 5.62 mmol) in diethyl ether (10 ml) was stirred at room temperature and treated with pyridine (0.1 ml, 1.24 mmol) followed by thionyl chloride (0.82 ml, 11.2 mmol) dropwise over 5 minutes. The mixture was gently heated under reflux and after 30 min the solvent was removed by evaporation to give a pale yellow solid. This was purified by column chromatography on silica gel eluting with hexane:ethyl acetate (3:1 and then 2:1) to give the title compound as a white crystalline solid (980 mg, 89%).

후처리

  1. temperatureThe mixture was gently heated
  2. temperatureunder reflux and after 30 min the solvent
  3. customwas removed by evaporation
  4. customto give a pale yellow solid
  5. customThis was purified by column chromatography on silica gel eluting with hexane:ethyl acetate (3:1

출처 및 근거

ORD 기록
ord-f1ca5067dba844f2bb60468c4c87d628
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06313312B1

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