HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 2,6-difluoro-3-hydroxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2,6-Difluoro-3-triisopropylsilyloxy-benzoic acid | HCID 89443620 | — |
| Product | Methyl 2,6-difluoro-3-hydroxybenzoate | HCID 46311127 | 75% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09249085B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-1b9d1e6ae8aa44158cb5c5c742401b9b |
| Source note | uspto-grants-2016_02 |