N-bromobutanimide → 7-Bromo-5-chloro-2,3-dihydro-1-benzofuran-4-amine

HRID 52668노트

반응식

HRID 52668 반응식
[Cl:1][C:2]1[C:10]([NH2:11])=[C:6]2[CH2:7][CH2:8][O:9][C:5]2=[CH:4][CH:3]=1.[Br:12]N1C(=O)CCC1=O>C1C=CC=CC=1>[Br:12][C:4]1[CH:3]=[C:2]([Cl:1])[C:10]([NH2:11])=[C:6]2[C:5]=1[O:9][CH2:8][CH2:7]2

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 126697005-Chloro-2,3-dihydro-1-benzofuran-4-amine

생성물 1

HCID 152942577-Bromo-5-chloro-2,3-dihydro-1-benzofuran-4-amine수율 87.9%

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

A solution of 9.1 parts of 5-chloro-2,3-dihydro-4-benzofuranamine [described in J. Het. Chem., 17(6) 1333 (1980)], 9.6 parts of N-bromosuccinimide and 130.5 parts of benzene was stirred for 1 hour at reflux temperature. The solvent was evaporated and the residue was dissolved in 387.4 parts of trichloromethane. The solution was washed with water (2×200 parts). The organic layer was dried, filtered and evaporated. The residue was purified by column chromatography (silica gel; C6H14 /CH2Cl2 50:50). The eluent of the desired fraction was evaporated, yielding 11.8 parts (87.9%) of 7-bromo-5-chloro-2,3-dihydro-4-benzofuranamine (interm. 8).

후처리

  1. temperatureat reflux temperature
  2. customThe solvent was evaporated
  3. dissolutionthe residue was dissolved in 387.4 parts of trichloromethane
  4. washThe solution was washed with water (2×200 parts)
  5. customThe organic layer was dried
  6. filtrationfiltered
  7. customevaporated
  8. customThe residue was purified by column chromatography (silica gel; C6H14 /CH2Cl2 50:50)
  9. customThe eluent of the desired fraction was evaporated

출처 및 근거

ORD 기록
ord-d40256ca342e44c19228c08cd2002cfd
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05616738

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