4-(Chloromethyl)pyridinium chloride → 4-(4-Chlorophenylsulfonylmethyl)pyridine

HRID 748728

反応式

HRID 748728 の反応式
Cl.Cl[CH2:3][C:4]1[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=1.[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([O-:19])=[O:18])=[CH:13][CH:12]=1.[Na+].C([O-])(=O)C.[K+]>C(O)CC>[Cl:10][C:11]1[CH:16]=[CH:15][C:14]([S:17]([CH2:3][C:4]2[CH:9]=[CH:8][N:7]=[CH:6][CH:5]=2)(=[O:19])=[O:18])=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 745704-(Chloromethyl)pyridinium chlorideHCID 517044Potassium AcetateHCID 23664783Sodium 4-chlorobenzenesulfinate

生成物 1

HCID 230286434-(4-Chlorophenylsulfonylmethyl)pyridine

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒

実験手順

Under heating, a 1-propanol (50 ml) solution of 4-chloromethylpyridine hydrochloride (1.26 g, 7.65 mmol), sodium 4-chlorobenzenesulfinate (1.52 g, 7.65 mmol) and potassium acetate (1.50 g, 15.3 mmol) was stirred at 70° C. for 8 hours. After cooling to room temperature, the reaction mixture was concentrated under reduced pressure. The residue was filtered through a short column (silica gel, ethyl acetate) and the eluate was concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column, and the fraction obtained from the hexane:ethyl acetate (=2:3) eluate was concentrated under reduced pressure, whereby the title compound (1.26 g, 62%) was obtained as a white solid.

後処理

  1. temperatureUnder heating
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. filtrationThe residue was filtered through a short column (silica gel, ethyl acetate)
  4. concentrationthe eluate was concentrated under reduced pressure
  5. customthe fraction obtained from the hexane
  6. concentrationethyl acetate (=2:3) eluate was concentrated under reduced pressure, whereby the title compound (1.26 g, 62%)
  7. customwas obtained as a white solid

出典と根拠

ORDレコード
ord-b83a6f7ab51c45e9b35f037cbac97240
出典データセット
uspto-grants-2008_07
特許番号
US07399775B2

関連ノート

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