3-Methyl-2-butanone → 5-BROMO-2,3,3-TRIMETHYL-3H-INDOLE

HRID 252791

반응식

HRID 252791 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8]N)=[CH:4][CH:3]=1.[CH3:10][CH:11]([CH3:15])[C:12](=O)[CH3:13]>>[Br:1][C:2]1[CH:7]=[C:6]2[C:5](=[CH:4][CH:3]=1)[N:8]=[C:12]([CH3:13])[C:11]2([CH3:15])[CH3:10]

참가 물질

3

반응물 2

HCID 112513-Methyl-2-butanoneHCID 121584-Bromophenylhydrazine

생성물 1

HCID 112301415-BROMO-2,3,3-TRIMETHYL-3H-INDOLE수율 87.6%

실험 절차

To a 500 mL flask were added p-bromophenylhydrazine 1 (50.3 g, 0.27 mol) glacial acetic acid (300 mL) and 3-methylbutanone (40 mL, 0.37 mol). The mixture was heated at reflux for 4 h and then cooled to rt. The volatile components were removed in vacuo and the residue was partitioned between petroleum ether (350 mL) and water (100 mL). The aqueous phase was washed again with petroleum ether (2×100 mL). The combined organic solutions were dried (MgSO4) and filtered and the solvent was evaporated in vacuo to afford 5-bromo-2,3,3-trimethyl-3H-indole 2 (56.3 g, 87%).

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 4 h
  3. customThe volatile components were removed in vacuo
  4. customthe residue was partitioned between petroleum ether (350 mL) and water (100 mL)
  5. washThe aqueous phase was washed again with petroleum ether (2×100 mL)
  6. dry with materialThe combined organic solutions were dried (MgSO4)
  7. filtrationfiltered
  8. customthe solvent was evaporated in vacuo

출처 및 근거

ORD 기록
ord-fc5b28c4e2764044b972ac3188c7e6a2
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07868157B2

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