1,4-Diisopropyl-6-methyl-1,2,3,4-tetrahydroquinoxaline → 7-Bromo-1,4-diisopropyl-6-methyl-1,2,3,4-tetrahydroquinoxaline

HRID 1884487노트

반응식

HRID 1884487 반응식
[CH:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([CH3:14])=[CH:11][CH:12]=2)[N:7]([CH:15]([CH3:17])[CH3:16])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].[Br-:18].[Br-].[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC.C([N+](CCCC)(CCCC)CCCC)CCC>ClCCl>[Br:18][C:11]1[CH:12]=[C:13]2[C:8]([N:7]([CH:15]([CH3:17])[CH3:16])[CH2:6][CH2:5][N:4]2[CH:1]([CH3:3])[CH3:2])=[CH:9][C:10]=1[CH3:14]

참가 물질

4

반응물 2

HCID 220413931,4-Diisopropyl-6-methyl-1,2,3,4-tetrahydroquinoxalineHCID 23500184Tetra-n-butylammonium tribromide

생성물 1

HCID 222683017-Bromo-1,4-diisopropyl-6-methyl-1,2,3,4-tetrahydroquinoxaline수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

A mixture of 1,4-diisopropyl-6-methyl-1,2,3,4-tetrahydroquinoxaline (516 mg, 2.22 mmol) and tetrabutylammonium tribromide (1.18 g, 2.45 mmol) in anhydrous dichloromethane (20 mL) was stirred at room temperature for 4 hours. The solution was washed successively with a saturated aqueous solution of NaHCO3 (150 mL), water (150 mL), a saturated aqueous, solution of NaCl (150 mL), dried over MgSO4 and filtered. Removal of the solvent under reduced pressure gave a solid which was purified by column chromatography, using a Biotage 40S cartridge, eluting with 5% ethyl acetate/95% hexane, to give 7-bromo-1,4-diisopropyl-6-methyl-1,2,3,4-tetrahydroquinoxaline as a white solid (480 mg, 70%).

후처리

  1. washThe solution was washed successively with a saturated aqueous solution of NaHCO3 (150 mL), water (150 mL)
  2. dry with materiala saturated aqueous, solution of NaCl (150 mL), dried over MgSO4
  3. filtrationfiltered
  4. customRemoval of the solvent under reduced pressure
  5. customgave a solid which
  6. customwas purified by column chromatography
  7. washeluting with 5% ethyl acetate/95% hexane

출처 및 근거

ORD 기록
ord-240598adf82b4ea2bbee32194db52500
출처 데이터셋
uspto-grants-2004_07
특허 번호
US06765013B2

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