Trifluoroacetic acid → 3-Pyridylthio-2-phenylbenzoic acid

HRID 2121212Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2121212
C([O:5][C:6](=[O:26])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([S:13][C:14]2[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=2)[C:8]=1[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)(C)(C)C.C([SiH](CC)CC)C.FC(F)(F)C(O)=O>ClCCl>[N:16]1[CH:17]=[CH:18][CH:19]=[C:14]([S:13][C:9]2[C:8]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)=[C:7]([CH:12]=[CH:11][CH:10]=2)[C:6]([OH:26])=[O:5])[CH:15]=1

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 538048533-Pyridylthio-2-phenylbenzoic acid tert-butyl ester

Produkt 1

HCID 234363563-Pyridylthio-2-phenylbenzoic acidAusbeute 101,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a 0° C. solution in dichloromethane (1 mL) of 3-pyridylthio-2-phenylbenzoic acid tert-butyl ester (245 mg, 0.67 mmol), prepared as in Example 241 A, and triethylsilane (390 mg, 3.4 mmol) was added trifluoroacetic acid (1.53 g, 13.4 mmol) and the reaction mixture was warmed to ambient temperature and stirred for 18 hours. The reaction mixture was concentrated and azeotroped with toluene (3×) to give 3-pyridylthio-2-phenylbenzoic acid (209 mg) as a translucent film which was used without further purification.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customazeotroped with toluene (3×)

Quellen und Nachweise

ORD-Eintrag
ord-3b720c296f1d4b178048e8ac1b95d411
Quelldatensatz
uspto-grants-2004_02
Patentnummer
US06693123B2

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