Sodium Methoxide → methyl 4-bromo-1-methyl-1H-imidazole-2-carboxylate

HRID 1025552노트

반응식

HRID 1025552 반응식
[Br:1][C:2]1[N:3]=[C:4]([C:8](=[O:13])C(Cl)(Cl)Cl)[N:5]([CH3:7])[CH:6]=1.[CH3:14][O-:15].[Na+]>CO>[CH3:14][O:15][C:8]([C:4]1[N:5]([CH3:7])[CH:6]=[C:2]([Br:1])[N:3]=1)=[O:13]

참가 물질

4

반응물 2

HCID 10942334Sodium MethoxideHCID 709222631-(-4-bromo-1-methyl-1H-imidazol-2-yl)-2,2,2-trichloroethanone

생성물 1

HCID 53302209methyl 4-bromo-1-methyl-1H-imidazole-2-carboxylate수율 337.7%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
25 °C

실험 절차

To the solution of 1.18 g of 1-(-4-bromo-1-methyl-1H-imidazol-2-yl)-2,2,2-trichloroethanone in 10 mL of methanol was added 42 mg of sodium methoxide and the resulting mixture was stirred at 25° C. for 20 min. TLC showed completion of the reaction. The solution was evaporated, redissolved in 30 mL of DCM, washed with water (15 mL×2) and brine (15 mL). The solution was dried over anhydrous sodium sulfate and filtered. The residue was purified by silica gel column (DCM/MeOH=60/1) to give 4-bromo-1-methyl-1H-imidazole-2-carboxylic acid methyl ester (0.575 g, yield 68%). 1H NMR (300 MHz, CDCl3) δ 7.02 (s, 1H), 4.00 (s, 3H). 3.93 (s, 3H). LC-MS calcd for C6H7BrN2O2 (m/e) 217.97, obsd 219 and 221 [M+1]+

후처리

  1. customcompletion of the reaction
  2. customThe solution was evaporated
  3. dissolutionredissolved in 30 mL of DCM
  4. washwashed with water (15 mL×2) and brine (15 mL)
  5. dry with materialThe solution was dried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customThe residue was purified by silica gel column (DCM/MeOH=60/1)

출처 및 근거

ORD 기록
ord-94ba507a7eb14213a5a2411c3308ce10
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08729078B2

반응 노트

불러오는 중…