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

HRID 26538

反応式

HRID 26538 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

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.).

後処理

  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)

出典と根拠

ORDレコード
ord-3d04a86e7ddd4200adbb26a4d36e667b
出典データセット
uspto-grants-1979_04
特許番号
US04150153

関連ノート

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