Ammonium Chloride → HCID 59130984, compound

To a solution of 18-crown-6 (30 g, 110 mmol), bis(2,2,2-trifluororethyl) (methoxycarbonylmethyl)phosphonate (6 mL, 28 mmol) in tetrahydrofuran at −78° C. was added potassium hexamethyldisilazide (0.5M in toluene) (50 mL, 25 mmol) followed by 2,4-difluorobenzaldehyde (4 g, 28 mmol). The reaction mixture was stirred at this temperature for 8 hours and slowly warmed to room temperature over 24 hours. The reaction mixture was then poured into a saturated solution of ammonium chloride (200 mL). The phases were separated, the organic phase was dried over magnesium sulfate, filtered and concentrated in vacuo to give the crude residue. Purification of the residue by column chromatography using pentane:ethyl acetate (99:1-98:2) as eluent afforded the desired product as a colourless oil, 5.1 g (91%).

1. customThe phases were separated
2. dry with materialthe organic phase was dried over magnesium sulfate
3. filtrationfiltered
4. concentrationconcentrated in vacuo
5. customto give the crude residue
6. customPurification of the residue by column chromatography

ORD record

ord-9426bfc45f8c43658882808e87eb32e0

Source dataset

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07649002B2