Iodine → 1-Benzenesulfonyl-2-(4-bromo-phenyl)-aziridine

HRID 560082노트

반응식

HRID 560082 반응식
[CH:1]1[CH:6]=[CH:5][C:4]([S:7]([N-:10]Cl)(=[O:9])=[O:8])=[CH:3][CH:2]=1.[Na+].II.[Br:15][C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[CH2:21])=[CH:18][CH:17]=1.ClCCl>C(#N)C.O>[C:4]1([S:7]([N:10]2[CH2:21][CH:20]2[C:19]2[CH:22]=[CH:23][C:16]([Br:15])=[CH:17][CH:18]=2)(=[O:9])=[O:8])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

참가 물질

7

반응물 4

HCID 807IodineHCID 6344DichloromethaneHCID 162634-BromostyreneHCID 4347343Chloramine B

생성물 1

HCID 468456691-Benzenesulfonyl-2-(4-bromo-phenyl)-aziridine수율 48.7%

시약·촉매·용매 2

HCID 962Water용매HCID 6342Acetonitrile용매

실험 절차

To a stirred suspension of chloramine B (CAS [127-52-6], 1.35 g) in acetonitrile (18 mL) under argon was added iodine (0.16 g). 4-Bromostyrene (2.41 g) was added and the mixture was stirred for 19 h at room temperature. Dichloromethane (240 mL) and water (120 mL) were added and the mixture was extracted with dichloromethane. The org. phase was washed with water and brine, dried over MgSO4 and K2CO3 and filtered. The filtrate was concentrated and the product was purified using column chromatography (SiO2, cyclohexane/ethyl acetate 95:5=>ethyl acetate) to give 1-benzenesulfonyl-2-(4-bromo-phenyl)-aziridine (1.04 g) as a colorless oil. MS: 340.0 ([M+H]+)

후처리

  1. extractionthe mixture was extracted with dichloromethane
  2. washphase was washed with water and brine
  3. dry with materialdried over MgSO4 and K2CO3
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated
  6. customthe product was purified

출처 및 근거

ORD 기록
ord-544429e502314da8a3d57eaade455ae0
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063088B2

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