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

HRID 15029

反応式

HRID 15029 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 2958714-(Benzyloxy)pyridine N-oxide収率 69%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-c43af34c914f4fb79783195755e66732
出典データセット
uspto-grants-2010_06
特許番号
US07732456B2

関連ノート

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