Hydrochloric Acid → 4-(2-Methyl-cyclopentylamino)-3-nitro-benzoic acid methyl ester

HRID 1750244

Reaktionsgleichung

Reaktionsgleichung von HRID 1750244
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7](F)=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:21][CH:22]1[CH2:26][CH2:25][CH2:24][CH:23]1[NH2:27].Cl>O.CN(C=O)C>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][C:7]([NH:27][CH:23]2[CH2:24][CH2:25][CH2:26][CH:22]2[CH3:21])=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 4097472-MethylcyclopentylamineHCID 5219721Methyl 4-fluoro-3-nitrobenzoate

Produkt 1

HCID 867144524-(2-Methyl-cyclopentylamino)-3-nitro-benzoic acid methyl esterAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of 9.32 g of 4-fluoro-3-nitro-benzoic acid methyl ester in 30 ml of abs. DMF was added 16.47 g of potassium carbonate, followed by 5.00 g of 2-methyl-cyclopentylamine. After 16 h at rt, the mixture was poured into water, the pH was adjusted to 5 by the addition of 2 M aqueous hydrochloric acid, and the reaction mixture was extracted with ethyl acetate three times. The combined organic phases were washed with water, dried over sodium sulphate and concentrated to yield 12.74 g (100%) of 4-(2-Methyl-cyclopentylamino)-3-nitro-benzoic acid methyl ester.

Aufarbeitung

  1. extractionthe reaction mixture was extracted with ethyl acetate three times
  2. washThe combined organic phases were washed with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-292a07b7f9884d108e1b60682212dc25
Quelldatensatz
uspto-grants-2015_10
Patentnummer
US09156796B2

Verknüpfte Notizen

Wird geladen…