4-Carbamoyl-4-phenylheptanedioic acid → Alonimid

HRID 1287852Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1287852
[C:1]([C:4]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([CH2:10][CH2:11][C:12]([OH:14])=O)[CH2:5][CH2:6][C:7]([OH:9])=O)(=[O:3])[NH2:2]>S(=O)(=O)(O)O>[NH:2]1[C:12](=[O:14])[CH2:11][CH2:10][C:4]2([C:15]3[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=3)[C:7](=[O:9])[CH2:6][CH2:5]2)[C:1]1=[O:3]

Komponenten

3

Edukt 1

HCID 215067884-Carbamoyl-4-phenylheptanedioic acid

Produkt 1

HCID 17928AlonimidAusbeute 34,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

Five (5) grams (0.0179 M) of γ-carbamoyl-γ-phenylpimelic acid prepared by the method of Koelsch, J. Org. Chem., 25, 164 (1960), in 100 ml of concentrated sulfuric acid were heated on a steam bath for two hours. The cooled reaction mixture was poured with stirring into crushed ice. The separated solid was washed with sodium bicarbonate solution. Recrystallization from 30 ml of acetone solution (treated with activated charcoal) gave 1.5 grams (34.5%) of 2,3-dihydrospiro-[naphthalene-1(4H),3'-piperidine]-2',4,6'-trione.

Aufarbeitung

  1. customThe cooled reaction mixture
  2. additionwas poured
  3. custominto crushed ice
  4. washThe separated solid was washed with sodium bicarbonate solution
  5. customRecrystallization from 30 ml of acetone solution (treated with activated charcoal)

Quellen und Nachweise

ORD-Eintrag
ord-f275db93a4cf4eb38d42f24a46494b13
Quelldatensatz
uspto-grants-1976_10
Patentnummer
US03985888

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