Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 53893355, Verbindung

HRID 379658Notizen

Reaktionsgleichung

[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[C:10]([OH:26])([C@H:17]([O:19]C1CCCCO1)[CH3:18])[CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1.C1(C)C=CC(S([O-])(=O)=O)=CC=1.[NH+]1C=CC=CC=1>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([F:8])[C:5]([F:9])=[CH:4][C:3]=1[C@:10]([OH:26])([C@H:17]([OH:19])[CH3:18])[CH2:11][N:12]1[CH:16]=[N:15][CH:14]=[N:13]1

Komponenten

Reaktionsbedingungen

Temperatur: 55 °C

Versuchsvorschrift

A mixture of (3R)-2-(2,4,5-trifluorophenyl)-3-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)-1-(1H-1,2,4-triazol-1-yl)-2-butanol (740 mg) and pyridinium p-toluene sulfonate (PPTS, 200 mg) in ethanol (15 ml) was heated at 55° C. for 7 h. The reaction mixture was partitioned between ethyl acetate and water. The water layer was extracted with ethyl acetate. The combined organic extracts were dried over anhydrous magnesium sulfate, and concentrated to dryness in vacuo. Purification of the residue by silica gel chromatography, using dichloromethane:methanol (20:1) as an eluent, gave (2R,3R)-2-(2,4,5-trifluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol (361 mg, 63%) as white amorphous.

Aufarbeitung

customThe reaction mixture was partitioned between ethyl acetate and water
extractionThe water layer was extracted with ethyl acetate
dry with materialThe combined organic extracts were dried over anhydrous magnesium sulfate
concentrationconcentrated to dryness in vacuo
customPurification of the residue by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag: ord-6b61015933b345e5991b2a6dd201292a
Quelldatensatz: uspto-grants-2001_10
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US06300353B1

Notizen zur Reaktion

Wird geladen…