Pyridine → HCID 22141268、化合物

HRID 428972ノート

反応式

HRID 428972 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 22141268HCID 22141268、化合物収率 89%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-f1ca5067dba844f2bb60468c4c87d628
出典データセット
uspto-grants-2001_11
特許番号
US06313312B1

反応ノート

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