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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771685Generated: October 30, 2026

Methanol → Methyl 2,6-difluoro-3-hydroxybenzoate

https://huagongshe.com/reaction/1771685

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant2,6-Difluoro-3-triisopropylsilyloxy-benzoic acidHCID 89443620—
ProductMethyl 2,6-difluoro-3-hydroxybenzoateHCID 4631112775%

Reaction Steps

To a solution of 2,6-difluoro-3-triisopropylsilyloxy-benzoic acid (see example 2) (7 g, 21.1 mmol, 1.0 eq) in MeOH (100 mL) was added SOCl2 (10 mL) dropwise. The reaction mixture was heated at reflux for 3 h, then cooled and the solvent removed in vacuo. Water was added and the aqueous layer was extracted with EtOAc. The organic extract was washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo to give the title compound as a solid (3 g, 75%) which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249085B2
Source datasetuspto-grants-2016_02
ORD IDord-1b9d1e6ae8aa44158cb5c5c742401b9b
Source noteuspto-grants-2016_02