Trifluoroacetic acid → 3-(Hydroxycarbonylmethyl)-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole

HRID 1978983Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1978983
C([O:5][C:6]([CH2:8][C:9]1[N:13]=[C:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][C:19]=2[C:20]([F:23])([F:22])[F:21])[O:11][N:10]=1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[OH:7][C:6]([CH2:8][C:9]1[N:13]=[C:12]([C:14]2[CH:15]=[N:16][CH:17]=[CH:18][C:19]=2[C:20]([F:22])([F:23])[F:21])[O:11][N:10]=1)=[O:5]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 227440793-(Tert-butoxycarbonylmethyl)-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole

Produkt 1

HCID 227440893-(Hydroxycarbonylmethyl)-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazoleAusbeute 78,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

12.4 g of 3-(tert-butoxycarbonylmethyl)-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole are dissolved in 110 ml of dichloromethane and admixed with 57 ml of trifluoroacetic acid. The reaction mixture is stirred at room temperature for 1.5 hours and subsequently concentrated under reduced pressure. The residue is repeatedly taken up in dichloromethane and reconcentrated to remove any remaining trifluoroacetic acid. The mixture is finally triturated with diethyl ether, giving 8.1 g of the product as a white solid.

Aufarbeitung

  1. concentrationsubsequently concentrated under reduced pressure
  2. customto remove any remaining trifluoroacetic acid
  3. customThe mixture is finally triturated with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-24764e5453784298aef0f41cd9151f51
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06239160B1

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