Hydrochloric Acid → octyl nicotinate N-oxide

HRID 847351

反応式

HRID 847351 の反応式
Cl.[CH2:2]([OH:10])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[C:11](O)(=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[N+:14]([O-:18])[CH:13]=1>>[C:11]([O:10][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9])(=[O:19])[C:12]1[CH:17]=[CH:16][CH:15]=[N+:14]([O-:18])[CH:13]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 9571-OctanolHCID 16976Oxiniacic Acid

生成物 1

HCID 53734536octyl nicotinate N-oxide収率 81.6%

実験手順

Hydrogen chloride was bubbled through cold octanol (25 g, 190 mmol) until a weight gain of 4.2 g had registered. Nicotinic acid N-oxide (5.29 g, 38 mmol) was then added and the resulting mixture was stirred and heated at 95°-100° C. for 3 hours and 40 minutes. The excess octanol was then removed by distillation at reduced pressure, and the residue of the distillation was taken up in dichloromethane. The dichloromethane solution was washed with aqueous sodium bicarbonate and then with water, dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was recrystallized from ligroine to give 7.73 g (31 mmol) of octyl nicotinate N-oxide, mp 69.5°-71° C.

後処理

  1. temperatureheated at 95°-100° C. for 3 hours and 40 minutes
  2. customThe excess octanol was then removed by distillation at reduced pressure
  3. distillationthe residue of the distillation
  4. washThe dichloromethane solution was washed with aqueous sodium bicarbonate
  5. dry with materialwith water, dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residue was recrystallized from ligroine

出典と根拠

ORDレコード
ord-c757113ebaa94e8b8cd7bbc16f0d8f99
出典データセット
uspto-grants-1992_08
特許番号
US05141839

関連ノート

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