반응 #46973

ord-c280e75b82b44a2190f44874a4c04dbc

반응 방정식

O=[N+]([O-])c1cc(Br)cc2c1NCC2
5-bromo-7-nitroindoline
COc1ccc(S(=O)(=O)Cl)cc1
4-methoxyphenylsulfonyl chloride
COc1ccc(S(=O)(=O)N2CCc3cc(Br)cc([N+](=O)[O-])c32)cc1
compound 17
수율 85.0%
COc1ccc(S(=O)(=O)N2CCc3cc(Br)cc([N+](=O)[O-])c32)cc1
5-Bromo-1-(4-methoxy-benzenesulfonyl)-7-nitro-2,3-dihydro-1H-indole
수율 85.0%

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타The reaction was quenched with water
  2. 2
    추출extracted with CH2Cl2
  3. 3
    건조The combined organic layer was dried over anhydrous MgSO4
  4. 4
    기타evaporated
  5. 5
    기타to give a residue that
  6. 6
    기타was chromatographed over silica gel (EtOAc:n-hexane=1:2)

실험 절차

A solution of 5-bromo-7-nitroindoline (5 g, 0.021 mol), 4-methoxyphenylsulfonyl chloride (6.36 g, 0.030 mol) in pyridine (10 ml) was stirred at 120° C. for 16 h. The reaction was quenched with water and extracted with CH2Cl2. The combined organic layer was dried over anhydrous MgSO4 and evaporated to give a residue that was chromatographed over silica gel (EtOAc:n-hexane=1:2) to afford compound 17, yield 85%.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07741495B2uspto-grants-2010_06