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

HRID 560088ノート

反応式

HRID 560088 の反応式
[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

参加物

6

反応物 3

HCID 807IodineHCID 748703-BromostyreneHCID 4347343Chloramine B

生成物 1

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

試薬・触媒・溶媒 2

HCID 21218Trioctylmethylammonium chloride触媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-df790f8700a248c3bbbfd01d087ff1a5
出典データセット
uspto-grants-2011_11
特許番号
US08063088B2

反応ノート

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