1,3-Diethyl 2-oxopropanedioate → hydroxy [2-[4-(1H-imidazol-1-yl)-phenyl]-2-oxoethyl]propanedioic acid diethyl ester

HRID 569782

反応式

HRID 569782 の反応式
[CH2:1]([O:3][C:4](=[O:12])[C:5](=[O:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[CH3:13][C:14]([C:16]1[CH:21]=[CH:20][C:19]([N:22]2[CH:26]=[N:25][CH:24]=[CH:23]2)=[CH:18][CH:17]=1)=[O:15]>C(O)C>[CH2:9]([O:8][C:6](=[O:7])[C:5]([OH:11])([CH2:13][C:14]([C:16]1[CH:17]=[CH:18][C:19]([N:22]2[CH:23]=[CH:24][N:25]=[CH:26]2)=[CH:20][CH:21]=1)=[O:15])[C:4]([O:3][CH2:1][CH3:2])=[O:12])[CH3:10]

参加物

4

反応物 2

HCID 691051,3-Diethyl 2-oxopropanedioateHCID 823161-(4-(1H-Imidazol-1-yl)phenyl)ethanone

生成物 1

HCID 14099460hydroxy [2-[4-(1H-imidazol-1-yl)-phenyl]-2-oxoethyl]propanedioic acid diethyl ester収率 37.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

A mixture of diethylketomalonate (87.08 g, 0.50 mole) and 4-(imidazol-1-yl)acetophenone (93.1 g, 0.50 mole) is warmed to 95°-100° C. with stirring for three hours. During this time, the original tan slurry is transformed into a black syrup. At the end of three hours, anhydrous ethanol (130 ml) is added with stirring, resulting in a black solution. This solution is cooled to room temperature, an aliquot is removed and scratched to induce crystallization, and the crystals thus obtained returned to the cool solution. Upon standing overnight at 8° C., the solution forms a solid mass, which is suspended in absolute ethanol (100 ml) and filtered to obtain a brownish solid, which is dried at 43° in a vacuum oven for four hours to yield 67 g hydroxy [2-[4-(1H-imidazol-1-yl)-phenyl]-2-oxoethyl]propanedioic acid diethyl ester. Material thus obtained is suitable for use without additional purification, however, it can be recrystallized from methanol to give pure product, mp 155°-156° C.

後処理

  1. temperatureis warmed to 95°-100° C.
  2. stirringwith stirring
  3. customresulting in a black solution
  4. customan aliquot is removed
  5. customcrystallization
  6. customthe crystals thus obtained
  7. waitUpon standing overnight at 8° C.
  8. filtrationfiltered
  9. customto obtain a brownish solid, which
  10. customis dried at 43° in a vacuum oven for four hours

出典と根拠

ORDレコード
ord-a6d889bdde874485be5ea9b902cc02eb
出典データセット
uspto-grants-1988_03
特許番号
US04734415

関連ノート

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