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

HRID 1710388노트

반응식

HRID 1710388 반응식
[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

참가 물질

5

반응물 2

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 10422Azetidine

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 11430Potassium Carbonate용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a236a81f3ab14516a58e6d1275eaece3
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790710B2

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