2-Oxoadipic acid → Z-2-(2,2-Dimethylcyclopropanecarboxamido)-2-hexenedioic acid

HRID 1885843

反応式

HRID 1885843 の反応式
[CH3:1][C:2]1([CH3:8])[CH2:4][CH:3]1[C:5]([NH2:7])=[O:6].O=[C:10]([CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])[C:11]([OH:13])=[O:12].C(OC)(=O)CC(C)C>O>[CH3:1][C:2]1([CH3:8])[CH2:4][CH:3]1[C:5]([NH:7]/[C:10](=[CH:14]\[CH2:15][CH2:16][C:17]([OH:19])=[O:18])/[C:11]([OH:13])=[O:12])=[O:6]

参加物

5

反応物 3

HCID 712-Oxoadipic acidHCID 11160Methyl isovalerateHCID 5747172,2-Dimethylcyclopropanecarboxamide

生成物 1

HCID 13505568Z-2-(2,2-Dimethylcyclopropanecarboxamido)-2-hexenedioic acid

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 1.0 g. of 2,2-dimethylcyclopropanecarboxamide, 2.4 g. of 2-ketoadipic acid and 25 ml. of methyl isovalerate was heated under reflux for 4 hrs, with removal of H2O by a modified Dean-Stark trap containing molecular sieves (4A). After standing at room temperature overnight, the crystalline precipitate was filtered, washed with ether and recrystallized from ethyl acetate to give 0.23 g. of product, m.p. 163°-165°. The NMR spectrum was consistent with the desired structure.

後処理

  1. additionA mixture of 1.0 g
  2. filtrationthe crystalline precipitate was filtered
  3. washwashed with ether
  4. customrecrystallized from ethyl acetate
  5. customto give 0.23 g

出典と根拠

ORDレコード
ord-6c9efdd49c5246b9b0b6d3dc80fbdb72
出典データセット
uspto-grants-1992_09
特許番号
US05147868

関連ノート

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