Methanol → HCID 18760017, compound

Temperature

70 °C

2′,4′-Difluoropropionanilide (7.17 g, 38.7 mmol) was dissolved in tetrahydrofuran (30 ml), followed by the addition of lithium aluminum hydride (7 g, 184 mmol). The resulting mixture was stirred at 70° C. for 7 hours. Under ice-water cooling, methanol (10 ml) was added to decompose excess lithium aluminum hydride. A saturated aqueous solution of ammonium chloride (100 ml) was then added to the reaction mixture, and a precipitate was filtered off. The filtrate was extracted with chloroform, and the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off and the residue was separated and purified by chromatography on a silica gel column (silica gel 5 g, chloroform), whereby the title compound was obtained as a pale liver-brown oil (5.7 g, 86.0%).

1. filtrationa precipitate was filtered off
2. extractionThe filtrate was extracted with chloroform
3. dry with materialthe organic layer was dried over anhydrous sodium sulfate
4. distillationThe solvent was distilled off
5. customthe residue was separated
6. custompurified by chromatography on a silica gel column (silica gel 5 g, chloroform), whereby the title compound

ORD record

ord-9916475f21514a0a804b85851af76dcb

Source dataset

uspto-grants-2003_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06664256B1