HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 90202510, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | HCID 131735126 | HCID 131735126 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90202510 | HCID 90202510 | 57.3% |
Reaction Steps
A mixture of 3-[4-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-isoxazole-5-carboxylic acid amide (which may be prepared as described in Preparation of Intermediate 18; 800 mg, 2.4 mmol) in THF (8 mL) and HF/pyridine (70%; 0.25 mL) was stirred at room temperature. After 30 min, an addition portion of THF (8 mL) was added and the mixture was stirred for 5 h. H2O was added and the mixture was extracted four times with CHCl3/CH3OH (7:3). The organic layers were dried (Na2SO4), filtered and evaporated to give 3-(4-hydroxymethyl-phenyl)-isoxazole-5-carboxylic acid amide (300 mg, 57%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09296711B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-45a6a52f104a48f397da94a613197edc |
| Source note | uspto-grants-2016_03 |