2,2-Difluoro-2-(fluorosulfonyl)acetic acid → methyl 3-[(2S)-1-(difluoromethoxy)propan-2-yl]oxy-5-phenylmethoxy-benzoate

Temperatur

45 °C

2,2-Difluoro-2-fluorosulfonyl-acetic acid (CAS no. 1717-59-5) (0.239 mL, 2.31 mmol) was added dropwise, with stirring, to a degassed mixture of methyl 3-[(2S)-1-hydroxypropan-2-yl]oxy-5-phenylmethoxy-benzoate (0.73 g, 2.31 mmol) and copper (I) iodide (88 mg, 0.46 mmol) in acetonitrile (10 mL) at 45° C. The reaction was stirred at 45° C. for 24 hours. The solvent was removed in vacuo and ethyl acetate (30 mL) added. The organics were washed with water (30 mL), brine (30 mL), dried (MgSO4), filtered and the solvent removed in vacuo. The residue was chromatographed on silica, eluting with a gradient of 0-30% ethyl acetate in isohexane, to give the desired compound (0.11 g).

1. addition1717-59-5) (0.239 mL, 2.31 mmol) was added dropwise
2. customThe solvent was removed in vacuo and ethyl acetate (30 mL)
3. additionadded
4. washThe organics were washed with water (30 mL), brine (30 mL)
5. dry with materialdried (MgSO4)
6. filtrationfiltered
7. customthe solvent removed in vacuo
8. customThe residue was chromatographed on silica
9. washeluting with a gradient of 0-30% ethyl acetate in isohexane

ORD-Eintrag

ord-da72c08069c54d5b8a3c69249e58cb51

Quelldatensatz

uspto-grants-2010_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07671060B2