4-Toluenesulfonyl chloride → N-(4-Bromo-benzyl)-N-(2,2-dimethoxy-ethyl)-4-methyl-benzenesulfonamide

HRID 1621281

反応式

HRID 1621281 の反応式
[Br:1][C:2]1[CH:15]=[CH:14][C:5]([CH2:6][NH:7][CH2:8][CH:9]([O:12][CH3:13])[O:10][CH3:11])=[CH:4][CH:3]=1.[C:16]1([CH3:26])[CH:21]=[CH:20][C:19]([S:22](Cl)(=[O:24])=[O:23])=[CH:18][CH:17]=1>ClCCl.N1C=CC=CC=1.ClCCl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][N:7]([CH2:8][CH:9]([O:10][CH3:11])[O:12][CH3:13])[S:22]([C:19]2[CH:20]=[CH:21][C:16]([CH3:26])=[CH:17][CH:18]=2)(=[O:24])=[O:23])=[CH:14][CH:15]=1

参加物

5

反応物 2

HCID 73974-Toluenesulfonyl chlorideHCID 59226241N-(4-Bromobenzyl)-2,2-dimethoxyethanamine

生成物 1

HCID 59226245N-(4-Bromo-benzyl)-N-(2,2-dimethoxy-ethyl)-4-methyl-benzenesulfonamide収率 63.4%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 21875418Pyridine methylene chloride溶媒

実験手順

60.5 g (4-bromo-benzyl)-(2,2-dimethoxy-ethyl)-amine (1, crude product) were dissolved in 270 ml dichloromethane/pyridine (8:1). At 0° C. a solution of 76.0 g (386.4 mmol) p-toluenesulfonylchloride in 100 ml dichloromethane were added and the solution was stirred at room temperature. After 3 h, the reaction mixture was washed twice with 2 N HCl and saturated NaHCO3-solution. The organic layer was dried with MgSO4 and evaporated. Final silicagel chromatography (heptane/ethyl acetate 4:1) gave 59.9 g of the title compound. Rt=1.82 min (Method C). Detected mass: 396.1/398.1 (M-OMe−).

後処理

  1. washthe reaction mixture was washed twice with 2 N HCl and saturated NaHCO3-solution
  2. dry with materialThe organic layer was dried with MgSO4
  3. customevaporated

出典と根拠

ORDレコード
ord-9af9b5d4010241f89a1cb2fdb33b1b77
出典データセット
uspto-grants-2014_07
特許番号
US08772492B2

関連ノート

読み込み中…