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

HRID 1765412ノート

反応式

HRID 1765412 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-486fb668dd094e34ae65c14770bef439
出典データセット
uspto-grants-2007_06
特許番号
US07226940B2

反応ノート

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