Malonic Acid → HCID 20517749、化合物

HRID 28239ノート

反応式

HRID 28239 の反応式
[C:1]([OH:4])(=[O:3])[CH3:2].O[C:6]1[CH:19]=[C:18]2[C:9]([CH:10]=[CH:11][C:12]3[O:13][CH:14]=[C:15](C=O)[C:16](=[O:20])[C:17]=32)=[CH:8][CH:7]=1.[C:23](O)(=O)[CH2:24][C:25]([OH:27])=[O:26]>N1C=CC=CC=1>[C:1]([O:4][C:6]1[CH:19]=[C:18]2[C:9]([CH:10]=[CH:11][C:12]3[O:13][CH:14]=[C:15]([C:24](=[CH2:23])[C:25]([OH:27])=[O:26])[C:16](=[O:20])[C:17]=32)=[CH:8][CH:7]=1)(=[O:3])[CH3:2]

参加物

4

反応物 2

HCID 867Malonic Acid2 回HCID 867372399-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate

生成物 1

HCID 20517749HCID 20517749、化合物収率 25.5%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture of 9-hydroxy-1-oxo-1H-naphtho[2,1-b]pyran-2-carboxaldehyde acetate (10.0 g, 0.0354 m) and malonic acid (4.0 g, 0.0354 m) in pyridine (100 ml) is refluxed for 45 minutes. Additional malonic acid (1.0 g, 0.00885 m, 0.25 eq.) is added and the reaction refluxed for 30 minutes. The solvent is removed under reduced pressure to give a sludge from which product crystallizes on the addition of acetone. After filtering the product, recrystallization from DMF gives cocoa crystals (2.75 g, 24%), m.p. dec>290° C.

後処理

  1. temperatureis refluxed for 45 minutes
  2. temperaturethe reaction refluxed for 30 minutes
  3. customThe solvent is removed under reduced pressure
  4. customto give a sludge from which product
  5. customcrystallizes on the addition of acetone
  6. filtrationAfter filtering
  7. customthe product, recrystallization from DMF

出典と根拠

ORDレコード
ord-46b3050d1fbb499aa5a8ba747aa797f6
出典データセット
uspto-grants-1980_09
特許番号
US04225722

反応ノート

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