Dimethylformamide → HCID 18319088, Verbindung

A solution of 4-(4,4,4-trifluoro-3-oxo-1-butyl)phenoxyacetic acid (0.374 g, 1.35 mmol) in dichloromethane (10 ml) was treated with oxalyl chloride (0.17 ml, 2.03 mmol) and a trace of N,N-dimethylformamide. After 30 min at 22° C., the solvent and excess reagent were evaporated under reduced pressure and the residual oil obtained was dissolved in anhydrous tetrahydrofuran (10 ml). This solution was then added dropwise to a vigorously stirred solution of p-chlorobenzhydrylamine hydrochloride (0.39 g, 1.35 mmol) in a mixture of tetrahydrofuran (10 ml) and 40% aqueous sodium acetate (10 ml). After 30 min at 22° C., the reaction mixture was diluted with ethyl acetate, washed with water, brine and dried. Evaporation of the solvent under reduced pressure gave a solid which was chromatographed on silica gel. Elution with a mixture of toluene and ethyl acetate (8:2) gave 0.603 g (87%) of the title product as white crystals: mp 145-146° C.

1. customthe solvent and excess reagent were evaporated under reduced pressure
2. customthe residual oil obtained
3. waitAfter 30 min at 22° C.
4. washwashed with water, brine
5. customdried
6. customEvaporation of the solvent under reduced pressure
7. customgave a solid which
8. customwas chromatographed on silica gel
9. washElution
10. additionwith a mixture of toluene and ethyl acetate (8:2)

ORD-Eintrag

ord-7babdbaa2d7a49df9067a55322eb059a

Quelldatensatz

uspto-grants-2002_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06350892B1