5-Nitro-2-(pyrrolidin-1-yl)benzoic acid → HCID 609825, Verbindung

HRID 1833301Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1833301
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10]

Komponenten

4

Edukt 1

HCID 27257545-Nitro-2-(pyrrolidin-1-yl)benzoic acid

Produkt 1

HCID 609825HCID 609825, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

20.1 Grams 2-chloro-5-nitrobenzoic acid was added in portions to 100 ml pyrrolidine. A cooling bath was applied as necessary during the addition. After the addition was complete, the reaction was heated on a steam bath for three hours, cooled, poured into ice water and made acidic with concentrated HCl until precipitation of product was complete. Recrystallization from ethanol gave 19.4 grams 5-nitro-2-(1-pyrrolidinyl)benzoic acid. m.p. = 224°-266° C dec. The nitro compound was reduced catalytically in ethanol with 5% palladium on carbon catalyst to give 5-amino-2-(1-pyrrolidinyl)benzoic acid. m.p. = 205°-208° C dec.

Quellen und Nachweise

ORD-Eintrag
ord-e05ebbeaeb3f47d08597ea37fc2e7839
Quelldatensatz
uspto-grants-1978_01
Patentnummer
US04066457

Notizen zur Reaktion

Wird geladen…