HCID 15639027、化合物 → Alonimid

HRID 1287853ノート

反応式

HRID 1287853 の反応式
[C:1]1([C:7]2([CH2:15][CH2:16][C:17]([OH:19])=O)[CH2:12][CH2:11][C:10](=[O:13])[NH:9][C:8]2=[O:14])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>S(=O)(=O)(O)O>[NH:9]1[C:10](=[O:13])[CH2:11][CH2:12][C:7]2([C:1]3[C:2](=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:17](=[O:19])[CH2:16][CH2:15]2)[C:8]1=[O:14]

参加物

3

反応物 1

HCID 15639027HCID 15639027、化合物

生成物 1

HCID 17928Alonimid収率 82.4%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

Two hundred (200) grams (0.76 M) of 3-phenyl-2,6-dioxopiperidine-3-propionic acid, prepared by the method of Koelsch, J. Org. Chem., 25, 164 (1960), and 500 ml of concentrated sulfuric acid were heated on a steam bath with stirring for 1.5 hours. The mixture was cooled to room temperature and poured over crushed ice with stirring. The light tan colored precipitate which separated was water washed and filtered. This material was combined with a second crop which separated on standing and both were stirred in water and treated with five percent sodium carbonate solution until just alkaline. The precipitate was collected and water washed. The precipitate was recrystallized from acetone to give a total of 144.6 grams (82.4%) of 2,3-dihydrospiro-[naphthalene-1(4H), 3'-piperidine]-2',4,6'-trione, melting point 198°-200° C.

後処理

  1. additionpoured
  2. customover crushed ice
  3. stirringwith stirring
  4. customThe light tan colored precipitate which separated
  5. washwashed
  6. filtrationfiltered
  7. customseparated on standing
  8. stirringboth were stirred in water
  9. additiontreated with five percent sodium carbonate solution until just alkaline
  10. customThe precipitate was collected
  11. washwater washed
  12. customThe precipitate was recrystallized from acetone

出典と根拠

ORDレコード
ord-4e5bf506ad5c454f955fd115f899f858
出典データセット
uspto-grants-1976_10
特許番号
US03985888

反応ノート

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