Ethyl Acetate → Methyl beta-phthalimido-beta-(4-methylphenyl)propionate

HRID 745249Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 745249
Cl.[NH2:2][CH:3]([C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][CH:10]=1)[CH2:4][C:5]([O:7][CH3:8])=[O:6].C([O:19][CH2:20][CH3:21])(=O)C>C(N(CC)CC)C>[C:20]1(=[O:19])[N:2]([CH:3]([C:9]2[CH:10]=[CH:11][C:12]([CH3:15])=[CH:13][CH:14]=2)[CH2:4][C:5]([O:7][CH3:8])=[O:6])[C:5](=[O:6])[C:4]2=[CH:3][CH:9]=[CH:10][CH:11]=[C:21]12

Komponenten

4

Edukt 2

HCID 8857Ethyl AcetateHCID 17517621HCID 17517621, Verbindung

Produkt 1

HCID 13655327Methyl beta-phthalimido-beta-(4-methylphenyl)propionate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

To 14 g of methyl β-amino-β-(4-methylphenyl)propionate hydrochloride, were added 200 ml of ethyl acetate and 10.2 ml of triethylamine. The mixture was stirred at room temperature for 30 minutes, then washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate, and filtered. The filtrate was evaporated under reduced pressure. To the residue, was added 8.5 g of phthalic anhydride. The mixture was stirred at 150° to 155° C. for one hour and recrystallized from an ether-n-hexane mixture to yield 15 g of methyl β-phthalimido-β-(4-methylphenyl)propionate; m.p. 97°-99° C.

Aufarbeitung

  1. washwashed with saturated aqueous sodium chloride solution
  2. dry with materialdried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. customThe filtrate was evaporated under reduced pressure
  5. additionTo the residue, was added 8.5 g of phthalic anhydride
  6. stirringThe mixture was stirred at 150° to 155° C. for one hour
  7. customrecrystallized from an ether-n-hexane mixture

Quellen und Nachweise

ORD-Eintrag
ord-66a64d02b43a46558b84213d36509703
Quelldatensatz
uspto-grants-1986_07
Patentnummer
US04598077

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