HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 5-(tert-Butyl)-7-fluoro-3-methoxyisobenzofuran-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 2-(4-Tert-butyl-2-1,3-dioxinan-2-yl-6-fluoro-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole | HCID 59473762 | — |
| Solvent | Water | HCID 962 | — |
| Product | 5-(tert-Butyl)-7-fluoro-3-methoxyisobenzofuran-1(3H)-one | HCID 86683910 | 87.9% |
Reaction Steps
A mixture of 101f (68.8 g, 205.4 mmol), methanol (1340 mL) and 50% aqueous sulfuric acid (881 mL) was stirred at reflux overnight. The reaction mixture was poured into 400 mL of water, extracted with DCM (3×1000 mL). The combined organic extracts were washed with 400 mL of brine, dried over Na2SO4, filtered and concentrated to dry to provide 101g (43 g) as a off-white solid which was used in the next step without further purification LCMS (ESI) m/z 225 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08669251B2 |
| Source dataset | uspto-grants-2014_03 |
| ORD ID | ord-3686913bad92470cbd65ab054294a87f |
| Source note | uspto-grants-2014_03 |