Methanol → HCID 86614750, compound

Temperature

2 °C

3-Chloro-5-difluoromethoxyphenylacetic acid methyl ester (1 g, 4 mmol; see step (vi) above) and methyl formate (1 g, 16 mmol) were dissolved in ether (100 mL) and cooled in an ice-bath (ca. 2° C.). Then, finely cut sodium (180 mg, 7.8 mmol) and methanol (1 mL) were added and the mixture was left in the ice-bath with stirring overnight. Water (100 mL) was added carefully and the phases were separated. The water containing phase was acidified with hydrochloric acid (2 M) to pH 1 and extracted with ether (2× 100 mL). The extract was dried over sodium sulphate, filtered and concentrated at reduced pressure. The residue was chromatographed on silica (hexane:ethyl acetate (1:1)) which gave 400 mg, 1.4 mmol (yield: 36%) of the sub-title compound.

1. customthe phases were separated
2. extractionextracted with ether (2× 100 mL)
3. dry with materialThe extract was dried over sodium sulphate
4. filtrationfiltered
5. concentrationconcentrated at reduced pressure
6. customThe residue was chromatographed on silica (hexane:ethyl acetate (1:1)) which

ORD record

ord-39d32af4947f4e9e8ff6b49f7bdc47a3

Source dataset

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07645751B2