2-Fluoroaniline → 1-(2-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acid

HRID 58563

Reaktionsgleichung

Reaktionsgleichung von HRID 58563
CC1(C)[O:9][C:8](=[O:10])[C:5]2([CH2:7][CH2:6]2)[C:4](=[O:11])O1.[F:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[NH2:16]>C(O)C>[F:13][C:14]1[CH:20]=[CH:19][CH:18]=[CH:17][C:15]=1[N:16]1[CH2:6][CH2:7][CH:5]([C:8]([OH:9])=[O:10])[C:4]1=[O:11]

Komponenten

4

Edukt 2

HCID 95842-FluoroanilineHCID 797206,6-Dimethyl-5,7-dioxaspiro(2.5)octane-4,8-dione

Produkt 1

HCID 45691531-(2-Fluorophenyl)-2-oxo-3-pyrrolidinecarboxylic acidAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 6,6-dimethyl-5,7-dioxaspiro[2.5]octane-4,8-dione (0.500 g; 2.94 mmol) and 2-fluoroaniline (0.851 mL; 8.82 mmol) in ethanol (3 mL) was irradiated in a microwave oven for 3 minutes at 100° C. The mixture was concentrated under reduced pressure and the residue was dissolved in a solution of sodium hydroxide 6N, washed with dichloromethane, acidified with a solution of hydrochloric acid 6N to pH=2, extracted with ethyl acetate dried and concentrated under reduced pressure to yield 0.511 g (78%) of a yellow solid, which was used in the next step without further purification.

Aufarbeitung

  1. customwas irradiated in a microwave oven for 3 minutes at 100° C
  2. concentrationThe mixture was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in a solution of sodium hydroxide 6N
  4. washwashed with dichloromethane
  5. extractionextracted with ethyl acetate
  6. customdried
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-f7a0f3a62a08416abc0960b2889ec94c
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434722B2

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