5-(2-Chloro-4-methoxycarbonylmethyl-phenyl)-3-phenyl-isoxazole-4-carboxylic acid tert-butyl ester → 5-(2-Chloro-4-methoxycarbonylmethyl-phenyl)-3-phenyl-isoxazole-4-carboxylic acid

HRID 1162531

Reaktionsgleichung

Reaktionsgleichung von HRID 1162531
C([O:5][C:6]([C:8]1[C:9]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)=[N:10][O:11][C:12]=1[C:13]1[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])=[CH:15][C:14]=1[Cl:24])=[O:7])(C)(C)C>FC(F)(F)C(O)=O>[Cl:24][C:14]1[CH:15]=[C:16]([CH2:19][C:20]([O:22][CH3:23])=[O:21])[CH:17]=[CH:18][C:13]=1[C:12]1[O:11][N:10]=[C:9]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)[C:8]=1[C:6]([OH:7])=[O:5]

Komponenten

3

Edukt 1

HCID 686483585-(2-Chloro-4-methoxycarbonylmethyl-phenyl)-3-phenyl-isoxazole-4-carboxylic acid tert-butyl ester

Produkt 1

HCID 595203935-(2-Chloro-4-methoxycarbonylmethyl-phenyl)-3-phenyl-isoxazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

5-(2-Chloro-4-methoxycarbonylmethyl-phenyl)-3-phenyl-isoxazole-4-carboxylic acid tert-butyl ester 59 (25 mg, 0.06 mmol) is dissolved in trifluoroacetic acid (1 mL) and stirred at room temperature for 2 hours. Then the solvent is evaporated and the remainder is dried on high vacuum to afford 5-(2-Chloro-4-methoxycarbonylmethyl-phenyl)-3-phenyl-isoxazole-4-carboxylic acid 60 as a white solid: 1H-NMR (400 MHz, CDCl3) δ=7.62 (m, 2H), 7.38 (m, 5H), 7.24 (m, 1H), 3.64 (s, 3H), 3.59 (s, 2H). MS calculated for C19H15ClNO5 (M+H+) 372.1, found 372.1.

Aufarbeitung

  1. customThen the solvent is evaporated
  2. customthe remainder is dried on high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5946956d31ac4c738ad6114e468a4ae4
Quelldatensatz
uspto-grants-2010_10
Patentnummer
US07820705B2

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