Anisole → 5-Oxopyrrolidine-3-carboxylic acid

HRID 83505Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 83505
COC1C=C(OC)C=CC=1C[N:6]1[C:10](=[O:11])[CH2:9][CH:8]([C:12]([OH:14])=[O:13])[CH2:7]1.C1(OC)C=CC=CC=1>FC(F)(F)C(O)=O>[O:11]=[C:10]1[NH:6][CH2:7][CH:8]([C:12]([OH:14])=[O:13])[CH2:9]1

Komponenten

4

Edukt 2

HCID 7519AnisoleHCID 112544611-(2,4-Dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid

Produkt 1

HCID 167851365-Oxopyrrolidine-3-carboxylic acidAusbeute 75 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To an optically active compound of 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid (14.3 g) were added anisole (8.4 ml) and trifluoroacetic acid (100 ml), and the mixture was stirred at 80° C. for 5 hours. This reaction solution was cooled to room temperature, and concentrated under reduced pressure. To the resulting residue was added diisopropyl ether (100 ml), and the mixture was stirred at room temperature. The insoluble substance was collected by filtration, washed with diisopropyl ether, and dried under reduced pressure to give the titled compound (4.96 g).

Aufarbeitung

  1. temperatureThis reaction solution was cooled to room temperature
  2. concentrationconcentrated under reduced pressure
  3. additionTo the resulting residue was added diisopropyl ether (100 ml)
  4. stirringthe mixture was stirred at room temperature
  5. filtrationThe insoluble substance was collected by filtration
  6. washwashed with diisopropyl ether
  7. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3902df9d1e3f4dd193d45df2dbdae501
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846746B2

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