Imidazole → 2-(1H-Imidazol-1-yl)-1-(2-naphthalenyl)ethanone

HRID 26538

반응식

HRID 26538 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[CH:2]1.CN(C)C=O.[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[C:21]([CH2:23]Br)=[O:22]>O>[CH:11]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:14]=[CH:13][C:12]=1[C:21]([CH2:23][N:1]1[CH:5]=[CH:4][N:3]=[CH:2]1)=[O:22]

참가 물질

5

반응물 3

HCID 795ImidazoleHCID 6228DimethylformamideHCID 691792-Bromo-2'-acetonaphthone

생성물 1

HCID 512002-(1H-Imidazol-1-yl)-1-(2-naphthalenyl)ethanone

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
0 °C

실험 절차

To a stirred, ice-cooled slurry of 35 g. of imidazole in 25 ml. of dimethylformamide is added 24.9 g. of bromomethyl 2-naphthyl ketone. The mixture is stirred for 2 hours at 0° C., and then allowed to come to room temperature and stirred overnight. The solution is poured into water and the resulting sticky solid filtered off, washed with water and dissolved in benzene. Thereafter the resultant benzene solution is dried (azeotroped) to afford 1-(2-naphthoylmethyl)imidazole which is converted to its hydrochloride acid addition salt by addition of ethereal hydrogen chloride until precipitation is complete. The salt is crystallized by the addition of ethyl acetate and the resulting solid recrystallized from methanol/acetone to yield colorless needles of 1-(2-naphthoylmethyl)imidazole hydrochloride, m.p. 226°-228.5° C. (decomp.).

후처리

  1. temperatureTo a stirred, ice-cooled slurry of 35 g
  2. customto come to room temperature
  3. stirringstirred overnight
  4. filtrationthe resulting sticky solid filtered off
  5. washwashed with water
  6. dissolutiondissolved in benzene
  7. dry with materialThereafter the resultant benzene solution is dried
  8. custom(azeotroped)

출처 및 근거

ORD 기록
ord-3d04a86e7ddd4200adbb26a4d36e667b
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04150153

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