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

HRID 560082ノート

反応式

HRID 560082 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: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

参加物

7

反応物 4

HCID 807IodineHCID 6344DichloromethaneHCID 162634-BromostyreneHCID 4347343Chloramine B

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

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]+)

後処理

  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

出典と根拠

ORDレコード
ord-544429e502314da8a3d57eaade455ae0
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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