Hydrogen Peroxide → HCID 58174119、化合物

HRID 1255905ノート

反応式

HRID 1255905 の反応式
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[CH3:9])[CH:5]=[CH:4][N:3]=1.[OH:12]O>C(O)(C(F)(F)F)=O>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:10])([F:11])[CH3:9])[CH:5]=[CH:4][N+:3]=1[O-:12]

参加物

4

反応物 2

HCID 784Hydrogen PeroxideHCID 457909512-Chloro-4-(1,1-difluoroethyl)pyridine

生成物 1

HCID 58174119HCID 58174119、化合物

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

To a solution of 1.27 g (7 mmol) 2-chloro-4-(1,1-difluoro)ethylpyridine (Preparation 4) in TFA was added 30% hydrogen peroxide (6 mL) and the solution was heated at reflux for 2.5 h. The TFA was removed in vacuo and the residue poured into ice-cold H2O. The mixture was neutralized with Na2CO3 and extracted with EtOAc and CH2Cl2. The pooled organic layers were dried (Na2SO4), filtered and concentrated in vacuo to give 2-chloro-4-(1,1-difluoroethyl)-pyridine 1-oxide (1.00 g) as a brown oil: 1H NMR (CDCl3): δ 8.39 (d, J=6.6 Hz, 1H), 7.63 (d, J=2.4 Hz, 1H), 7.33 (dd, J=6.6, 2.4 Hz, 1H), 1.94 (t, J=18 Hz, 3H); EIMS m/z 193 ([M]).

後処理

  1. temperaturethe solution was heated
  2. temperatureat reflux for 2.5 h
  3. customThe TFA was removed in vacuo
  4. additionthe residue poured into ice-cold H2O
  5. extractionextracted with EtOAc and CH2Cl2
  6. dry with materialThe pooled organic layers were dried (Na2SO4)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6ddd283b0f5f41f0be08f7ffe501605c
出典データセット
uspto-grants-2013_06
特許番号
US08461164B2

反応ノート

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