p-Bromobenzenesulfonyl chloride → 1-((4-Bromophenyl)sulfonyl)azetidine

HRID 1710388ノート

反応式

HRID 1710388 の反応式
[NH:1]1[CH2:4][CH2:3][CH2:2]1.[Br:5][C:6]1[CH:11]=[CH:10][C:9]([S:12](Cl)(=[O:14])=[O:13])=[CH:8][CH:7]=1>ClCCl.C(=O)([O-])[O-].[K+].[K+]>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([S:12]([N:1]2[CH2:4][CH2:3][CH2:2]2)(=[O:14])=[O:13])=[CH:8][CH:7]=1

参加物

5

反応物 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 10422Azetidine

生成物 1

HCID 72132421-((4-Bromophenyl)sulfonyl)azetidine

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 11430Potassium Carbonate溶媒

実験手順

4.09 g of azetidine are dissolved in a two-phase solvent system of 200 ml of dichloromethane and 130 ml of an aqueous potassium carbonate solution (strength 4.0 M). Subsequently, a solution of 15.25 g of commercially available 4-bromo-benzenesulfonyl chloride in 70 ml of dichloromethane is slowly added to the reaction mixture. Thereafter, the mixture is vigorously stirred for 17 hours at room temperature. For extraction, 200 ml of dichloromethane and 100 ml of water are added. The organic layer is dried using Na2SO4, filtered with suction, and concentrated in vacuo to yield 15.22 g of the title compound as a colorless, amorphous solid of m.p. 145° C. ESI-MS: 276.1/278.0 (MH+, 100%:95%). TLC: Rf=0.59 (dichloromethane/ethanol 10:1 parts by volume).

後処理

  1. extractionFor extraction, 200 ml of dichloromethane and 100 ml of water
  2. additionare added
  3. customThe organic layer is dried
  4. filtrationfiltered with suction
  5. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-a236a81f3ab14516a58e6d1275eaece3
出典データセット
uspto-grants-2010_09
特許番号
US07790710B2

反応ノート

読み込み中…