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

HRID 2290386

反応式

HRID 2290386 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. filtrationthe crystalline precipitate was filtered
  2. washwashed with ether
  3. customrecrystallized from ethyl acetate
  4. customto give 0.23 g

出典と根拠

ORDレコード
ord-bf0c5188dc374255922da85e99c9b26b
出典データセット
uspto-grants-1986_10
特許番号
US04616038

関連ノート

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