Benzyl Alcohol → 4-(Benzyloxy)pyridine N-oxide

HRID 15029

반응식

HRID 15029 반응식
[H-].[Na+].[CH2:3]([OH:10])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[N+]([C:14]1[CH:19]=[CH:18][N+:17]([O-:20])=[CH:16][CH:15]=1)([O-])=O>CN(C=O)C>[CH2:3]([O:10][C:14]1[CH:19]=[CH:18][N+:17]([O-:20])=[CH:16][CH:15]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

참가 물질

5

반응물 3

HCID 244Benzyl AlcoholHCID 143004-Nitropyridine N-oxideHCID 24758Sodium hydride

생성물 1

HCID 2958714-(Benzyloxy)pyridine N-oxide수율 69%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a DMF suspension (200 mL) of sodium hydride (60% oilyness, 7.50 g, 0.188 mmol), benzyl alcohol (20.3 mL) was added under cooling with ice, and stirred for an hour at room temperature. Then 4-nitropyridine 1-oxide (25.5 g, 182 mmols) was added little by little under stirring, followed by an hour's stirring at room temperature. The solvent was concentrated under reduced pressure and chloroform (1 L) was added to the resulting residue. The insoluble matter was filtered using Celite (100 g). The filtrate was concentrated and to which acetone was added to provide the title compound (24.8 g, 69%).

후처리

  1. temperatureunder cooling with ice
  2. stirringunder stirring
  3. waitfollowed by an hour
  4. stirring's stirring at room temperature
  5. concentrationThe solvent was concentrated under reduced pressure and chloroform (1 L)
  6. additionwas added to the resulting residue
  7. filtrationThe insoluble matter was filtered
  8. concentrationThe filtrate was concentrated and to which acetone
  9. additionwas added

출처 및 근거

ORD 기록
ord-c43af34c914f4fb79783195755e66732
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732456B2

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