HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 58292665, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 58292869 | HCID 58292869 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58292665 | HCID 58292665 | 89% |
Reaction Steps
A solution of [4-benzyloxy-1-hydroxy-6-(tetrahydro-pyran-2-yloxy)-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl]-acetic acid ethyl ester (1.00 g, 2.35 mmol) in THF (10 mL) was treated with 6N HCl (0.3 mL) at 0° C. for 2 h. The mixture was diluted with ethyl acetate and washed with brine. The organic phase was separated, dried (Na2SO4), and concentrated. The residue was purified by the flash column chromatography (silica, hexanes/ethyl acetate=2:3) to afford the title compound (710 mg, 89%). 1H NMR (300 MHz, CD3OD) δ 7.51-7.38 (m, 5H), 6.64 (s, 1H), 6.61 (s, 1H), 5.58-5.53 (m, 1H), 5.14 (s, 2H), 4.12 (q, 2H), 3.28-3.20 (m, 1H), 2.47-2.43 (m, 1H), 1.22 (t, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08343944B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-5ae2e59a486843c8b2cff294b6b3c56d |
| Source note | uspto-grants-2013_01 |