Oxalyl chloride → HCID 86626341, Verbindung

To a solution of 2,2-difluoro-2-(4-fluorophenoxy)acetic acid (2.2 g, 10.6 mmol) in DCM (20 ml), were added oxalyl chloride (1.02 ml, 12 mmol) and a couple of drops of DMF and the reaction mixture was stirred for 2 h. The reaction mixture was evaporated to dryness and the yellowish residue was dissolved in DCM. The solvent was evaporated again and the residue was left under light vacuum (30 mm Hg) for 1 h. After dissolving the residue in DCM (20 ml), N,O-dimethyl hydroxylamine hydrochloride (1.24 g, 12.7 mmol) and TEA (25.4 mmol) were added. After stirring the reaction mixture overnight at rt, the heterogeneous mixture was washed with water and brine. After drying over sodium sulfate, the solvent was removed under vacuum to yield 2,2-difluoro-2-(4-fluorophenoxy)-N-methoxy-N-methylacetamide as an oil (2.05 g, 77%).

1. customThe reaction mixture was evaporated to dryness
2. dissolutionthe yellowish residue was dissolved in DCM
3. customThe solvent was evaporated again
4. waitthe residue was left under light vacuum (30 mm Hg) for 1 h
5. dissolutionAfter dissolving the residue in DCM (20 ml)
6. stirringAfter stirring the reaction mixture overnight at rt
7. washthe heterogeneous mixture was washed with water and brine
8. dry with materialAfter drying over sodium sulfate
9. customthe solvent was removed under vacuum

ORD-Eintrag

ord-92ab2c90b35a4d6b97c36606fb431a0f

Quelldatensatz

uspto-grants-2011_09

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08013186B2