Methyl iodide → Methyl 4-((1-Methyl-1H-benzimidazol-2-yl)methyl)benzoate

HRID 1163087노트

반응식

HRID 1163087 반응식
[NH:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=1.[C:21](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[CH3:21][N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][C:11]1[CH:20]=[CH:19][C:14]([C:15]([O:17][CH3:18])=[O:16])=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 59468704methyl 4-((1H-benzo[d]imidazol-2-yl)methyl)benzoate

생성물 1

HCID 59468706Methyl 4-((1-Methyl-1H-benzimidazol-2-yl)methyl)benzoate수율 28%

시약·촉매·용매 1

HCID 180Acetone용매

반응 조건

온도
0 °C

실험 절차

A solution of methyl 4-((1H-benzo[d]imidazol-2-yl)methyl)benzoate (0.2 g, 0.75 mmol) in acetone was treated with potassium carbonate (0.31 g, 2.2 mmol), cooled to 0° C., treated dropwise with and methyl iodide (0.070 mL, 1.1 mmol), heated at 40° C. for 12 h, cooled to room temperature, and filtered. The filtrate was evaporated under reduced pressure. Purification of the resultant residue by column chromatography (silica, chloroform) afforded the title product (28%). 1H NMR (400 MHz, CDCl3): 7.98 (d, J=8.4 Hz, 2H), 7.7 (m, 1H), 7.37 (m,5H), 4.38 (s, 2H), 3.9 (s, 3H), 3.5 (s, 3H). [M+H] 281.

후처리

  1. temperatureheated at 40° C. for 12 h
  2. temperaturecooled to room temperature
  3. filtrationfiltered
  4. customThe filtrate was evaporated under reduced pressure
  5. customPurification of the resultant residue by column chromatography (silica, chloroform)

출처 및 근거

ORD 기록
ord-42c45dc29a8646809c544ccce74584c4
출처 데이터셋
uspto-grants-2010_10
특허 번호
US07820825B2

반응 노트

불러오는 중…