Water → 3-[2-(4-Toluenesulfonyloxy)propyl]pyridazine

HRID 566247ノート

反応式

HRID 566247 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH:8]([OH:10])[CH3:9])[N:2]=1.N1C=CC=CC=1.[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23](Cl)(=[O:25])=[O:24])=[CH:19][CH:18]=1.O>ClCCl.C(OCC)(=O)C>[C:17]1([CH3:27])[CH:22]=[CH:21][C:20]([S:23]([O:10][CH:8]([CH3:9])[CH2:7][C:3]2[N:2]=[N:1][CH:6]=[CH:5][CH:4]=2)(=[O:25])=[O:24])=[CH:19][CH:18]=1

参加物

7

反応物 4

HCID 962WaterHCID 1049PyridineHCID 73974-Toluenesulfonyl chlorideHCID 212658291-(3-Pyridazinyl)-2-propanol

生成物 1

HCID 212659053-[2-(4-Toluenesulfonyloxy)propyl]pyridazine収率 55.7%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8857Ethyl Acetate溶媒

実験手順

1-(3-Pyridazinyl)-2-propanol (1.40 g) was dissolved in dichloromethane (10 ml). To the solution were added, at 0° C., pyridine (1.63 ml) and 4-toluenesulfonyl chloride (2.89 g), successively. The mixture was stirred for 19 hours at the same temperature, to which was added water (10 ml). The mixture was stirred for 2 hours, to which was added ethyl acetate (80 ml). The organic layer was separated and washed with a saturated aqueous saline solution and dried over anhydrous sodium sulfate, followed by concentration under reduced pressure. The concentrate was purified by means of a silica gel column chromatography (developing solvent: ethyl acetate) to afford the title compound (1.65 g).

後処理

  1. additionTo the solution were added, at 0° C.
  2. stirringThe mixture was stirred for 2 hours, to which
  3. customThe organic layer was separated
  4. washwashed with a saturated aqueous saline solution
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationfollowed by concentration under reduced pressure
  7. customThe concentrate was purified by means of a silica gel column chromatography (developing solvent: ethyl acetate)

出典と根拠

ORDレコード
ord-5b3365627e07497c923501f153e4a505
出典データセット
uspto-grants-2001_01
特許番号
US06174877B1

反応ノート

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