Imidazole → [5-(1H-Imidazol-1-yl)-1-oxo-2,3-dihydro-1H-inden-2-yl]acetic acid

HRID 256145ノート

反応式

HRID 256145 の反応式
F[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH:6]([CH2:12][C:13]([OH:15])=[O:14])[CH2:5]2.C([O-])([O-])=O.[K+].[K+].[NH:22]1[CH:26]=[CH:25][N:24]=[CH:23]1>N1C=CC=CC=1>[N:22]1([C:2]2[CH:3]=[C:4]3[C:8](=[CH:9][CH:10]=2)[C:7](=[O:11])[CH:6]([CH2:12][C:13]([OH:15])=[O:14])[CH2:5]3)[CH:26]=[CH:25][N:24]=[CH:23]1

参加物

5

反応物 3

HCID 795ImidazoleHCID 11430Potassium CarbonateHCID 10443021HCID 10443021、化合物

生成物 1

HCID 13656050[5-(1H-Imidazol-1-yl)-1-oxo-2,3-dihydro-1H-inden-2-yl]acetic acid収率 39.4%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 3.3 g of 5-fluoro-2,3-dihydro-1-oxo-1H-indene-2-acetic acid [prepared by following the procedure of G. Cignarella, M. Loriga, G. A. Pinna, M. A. Pirisi, P. Schaitti, and D. Selva, Il Farmaco, Ed. Sci. 37(2), 133-40 (1981)], 2.2 g of anhydrous K2CO3, 1.65 g of imidazole, and 0.15 g of CuO in 15 ml of pyridine is heated to reflux for 24 hours. The reaction mixture is filtered, the filtrate is diluted with water, and the pH of the solution is adjusted to 5. The solid is filtered, washed with water, and crystallized from ethanol to yield 1.6 g of the product, 2,3-dihydro-5-(1H-imidazol -1-yl)-1-oxo-1H-indene-2 acetic acid, mp 224°-226° dec.

後処理

  1. customprepared
  2. temperatureto reflux for 24 hours
  3. filtrationThe reaction mixture is filtered
  4. additionthe filtrate is diluted with water
  5. filtrationThe solid is filtered
  6. washwashed with water
  7. customcrystallized from ethanol

出典と根拠

ORDレコード
ord-3e0b3e6e5125470887c67e547a6fb303
出典データセット
uspto-grants-1987_10
特許番号
US04701453

反応ノート

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