Methanesulfonic Acid → decyl nicotinate N-oxide

HRID 847352

반응식

HRID 847352 반응식
[C:1]([OH:10])(=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[N+:4]([O-:8])[CH:3]=1.[CH2:11](O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].CS(O)(=O)=O>C1(C)C=CC=CC=1.CCOCC>[C:1]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])(=[O:9])[C:2]1[CH:7]=[CH:6][CH:5]=[N+:4]([O-:8])[CH:3]=1

참가 물질

6

반응물 3

HCID 6395Methanesulfonic AcidHCID 81741-DecanolHCID 16976Oxiniacic Acid

생성물 1

HCID 53762969decyl nicotinate N-oxide수율 75%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 3283Diethyl Ether용매

실험 절차

Nicotinic acid N-oxide (5.00 g, 36 mmol), decyl alcohol (5.86 g, 37 mmol) and methanesulfonic acid (3.70 g, 38.5 mmol) were stirred and heated to reflux in toluene (50 mL), in a flask equipped with a condenser and a Dean-Stark trap for 19 hours. The rection mixture was then cooled, diluted with ether and washed successively with water, aqueous sodium bicarbonate and brine. The toluene/ether solution was then dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The residue was recrystallized from ligroine (100 mL) to give 7.50 g (27 mmol) of decyl nicotinate N-oxide, mp 80.5° C.

후처리

  1. temperatureheated
  2. customequipped with a condenser
  3. temperatureThe rection mixture was then cooled
  4. washwashed successively with water, aqueous sodium bicarbonate and brine
  5. dry with materialThe toluene/ether solution was then dried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customevaporated under reduced pressure
  8. customThe residue was recrystallized from ligroine (100 mL)

출처 및 근거

ORD 기록
ord-f8d86c69f08f4cb1a8a3946aece0ed25
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05141839

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