HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 16094239, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | Triethyl borate | HCID 9009 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | 3,6-Difluoro-2-methoxybenzoic acid | HCID 16094245 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 16094239 | HCID 16094239 | — |
Reaction Steps
To a solution of 3,6-difluoro-2-methoxybenzoic acid (i-6b) (0.94 g, 5 mmol) in THF (5 mL) at −70° C. was added a solution of LDA [freshly prepared from diisopropylamine (1.51 g, 15 mmol) and n-BuLi (10M solution in hexane, 1.5 mL, 15 mol) in THF (15 mL). The resultant solution was stirred for 15 mins, followed by the addition of B(OEt)3 (1.46 g, 10 mmol). The mixture was stirred for 15 mins and then hydrolyzed with dilute aq. H2SO4. The organic phase was separated and the aqueous layer was extracted with Et2O. The combined organics were concentrated and the residue solid was washed with H2O and hexane, dried to give the title compound as white crystals. LCMS (ESI) calc'd for C8H7BF2O5 [M+H]+: 233. found: 233.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09095583B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-b6f5f043948143d59c16cb465ffc0948 |
| Source note | uspto-grants-2015_08 |