2,6-Lutidine → 131782-52-0

To a mixture of 0.87 g (5.02 mmol) of of (3,5-difluoro-2-methoxy-phenyl)-methanol, 0.82 ml (7.03 mmol) of 2,6-lutidine, and 0.425 g (10 mmol) of lithium chloride in 5 ml N,N-dimethylformamide were added dropwise at 0° C. 0.5 ml (6.5 mmol) of mesylchloride. The suspension was stirred during 18 hours at room temperature and then treated with 1 ml of saturated aqueous sodium hydrogencarbonate solution. The volatile components were distilled at 35° C./1 Torr and the residue was partitioned between ethyl acetate and water. The organic phase was separated and evaporated under reduced pressure and the crude product was purified by chromatography on silica gel with dichloromethane as the eluent. There were obtained 0.49 g (51% of theory) of 1-chloromethyl-3,5-difluoro-2-methoxy-benzene as a colorless liquid; MS: 192 (M)+.

1. additionwere added dropwise at 0° C
2. distillationThe volatile components were distilled at 35° C./1 Torr
3. customthe residue was partitioned between ethyl acetate and water
4. customThe organic phase was separated
5. customevaporated under reduced pressure
6. customthe crude product was purified by chromatography on silica gel with dichloromethane as the eluent

ORD record

ord-f8e7b2c999184d128779b92d8682ac58

Source dataset

uspto-grants-2004_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06673931B2