Pyridine → 2-(5-Tosyloxy-pentyloxy)pyridine

HRID 1005954ノート

反応式

HRID 1005954 の反応式
N1C=CC=CC=1.[C:7]1([CH3:17])[CH:12]=[CH:11][C:10]([S:13](Cl)(=[O:15])=[O:14])=[CH:9][CH:8]=1.[OH:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1>ClCCl>[S:13]([O:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][O:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][N:26]=1)([C:10]1[CH:11]=[CH:12][C:7]([CH3:17])=[CH:8][CH:9]=1)(=[O:15])=[O:14]

参加物

5

反応物 3

HCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 121371182-(5-Hydroxypentyloxy)pyridine

生成物 1

HCID 121371192-(5-Tosyloxy-pentyloxy)pyridine収率 54.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

5 ml of pyridine and 7 g of p-toluenesulfonyl chloride were added to a solution of 6.5 g of the compound obtained in Example 3a in 20 ml of dichloromethane and then the mixture was stirred for 4 hours. The organic layer was washed with 10% aqueous citric acid and then with water and dried over sodium sulfate. The solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (ethyl acetate) to obtain 6.57 g of the title compound (yield: 53%).

後処理

  1. washThe organic layer was washed with 10% aqueous citric acid
  2. dry with materialwith water and dried over sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe resulting residue was purified by silica gel column chromatography (ethyl acetate)

出典と根拠

ORDレコード
ord-3b2996a94c454792a4f6f0e091413eaa
出典データセット
uspto-grants-2004_09
特許番号
US06787561B1

反応ノート

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