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

HRID 1638516노트

반응식

HRID 1638516 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-72ed6172388a4cf08e8f9e36ca625193
출처 데이터셋
uspto-grants-1989_11
특허 번호
US04880793

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