Iodine → 1-Benzenesulfonyl-2-(3-bromo-phenyl)-aziridine

HRID 560088노트

반응식

HRID 560088 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:17]=[C:18]([CH:21]=[CH:22][CH:23]=1)[CH:19]=[CH2:20]>[Cl-].C([N+](CCCCCCCC)(CCCCCCCC)C)CCCCCCC.O>[C:4]1([S:7]([N:10]2[CH2:20][CH:19]2[C:18]2[CH:21]=[CH:22][CH:23]=[C:16]([Br:15])[CH:17]=2)(=[O:9])=[O:8])[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

참가 물질

6

반응물 3

HCID 807IodineHCID 748703-BromostyreneHCID 4347343Chloramine B

생성물 1

HCID 866371721-Benzenesulfonyl-2-(3-bromo-phenyl)-aziridine수율 67.6%

시약·촉매·용매 2

HCID 21218Trioctylmethylammonium chloride촉매HCID 962Water용매

실험 절차

To a stirred suspension of chloramine B (CAS [127-52-6], 2.97 g), iodine (0.353 g) and trioctylmethylammoniumchloride (Aliquat 336, 0.562 g) in water (40 mL) under argon was added 3-bromostyrene (5.09 g). The mixture was stirred for 2 h at room temperature and subsequently extracted with ethyl acetate. The org. phase was washed with water, dried (MgSO4), filtered and concentrated. The product was purified using column chromatography (SiO2, cyclohexane/ethyl acetate 1:0=>4:1) to give 1-benzenesulfonyl-2-(3-bromo-phenyl)-aziridine (3.18 g) as a light brown oil.

후처리

  1. extractionsubsequently extracted with ethyl acetate
  2. washphase was washed with water
  3. dry with materialdried (MgSO4)
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe product was purified

출처 및 근거

ORD 기록
ord-df790f8700a248c3bbbfd01d087ff1a5
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08063088B2

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