1-Bromodecane → 1-Decyl-2-methyl-1H-imidazole

HRID 53467

반응식

HRID 53467 반응식
[CH3:1][C:2]1[NH:3][CH:4]=[CH:5][N:6]=1.Br[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].[OH-].[Na+]>[Br-].C([N+](CCCC)(CCCC)CCCC)CCC.C1(C)C=CC=CC=1>[CH2:8]([N:3]1[CH:4]=[CH:5][N:6]=[C:2]1[CH3:1])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

참가 물질

6

반응물 3

HCID 81731-BromodecaneHCID 127492-MethylimidazoleHCID 14798Sodium Hydroxide

생성물 1

HCID 27759241-Decyl-2-methyl-1H-imidazole

시약·촉매·용매 2

HCID 74236Tetrabutylammonium Bromide촉매HCID 1140Toluene용매

반응 조건

온도
65 °C

실험 절차

A mixture of 2-methylimidazole (12.3 g; 0.15 mol), 1-bromodecane (33.15 g; 0.15 mol), sodium hydroxide solution (69.5 ml. of 11.5M solution; 0.8 mol) and tetra-n-butylammonium bromide (1.95 g; 0.006 mol) in toluene (300 ml) was stirred rapidly for 3 hours at 65° C. After cooling to between 20° and 25° C., the toluene layer was separated and extracted with 5M HCl solution (150 ml). The extract neutralised with sodium bicarbonate and extracted many times into hexane. The hexane solution was dried over magnesium sulphate and evaporated to dryness to give an oil (25 g; 75% theory).

후처리

  1. temperatureAfter cooling to between 20° and 25° C.
  2. customthe toluene layer was separated
  3. extractionextracted with 5M HCl solution (150 ml)
  4. extractionThe extract neutralised with sodium bicarbonate and extracted many times into hexane
  5. dry with materialThe hexane solution was dried over magnesium sulphate
  6. customevaporated to dryness
  7. customto give an oil (25 g; 75% theory)

출처 및 근거

ORD 기록
ord-c257b3c794de4fd7976632967b32723a
출처 데이터셋
uspto-grants-1997_04
특허 번호
US05620595

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