HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 58087257, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-(2-Bromoethoxy)tetrahydro-2H-pyran | HCID 86621 | — |
| Reactant | 2,6-Difluoro-3-hydroxybenzaldehyde | HCID 594111 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58087257 | HCID 58087257 | 66.2% |
Reaction Steps
To 2,6-difluoro-3-hydroxy-benzaldehyde (540, 0.150 g, 0.95 mmol) in N,N-dimethylformamide (8.0 mL) were added 2-(2-bromo-ethoxy)-tetrahydro-pyran (0.218 g, 1.04 mmol) and potassium carbonate (0.52 g, 3.8 mmol) under an atmosphere of nitrogen. The reaction was stirred at room temperature for 72 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give the compound as colorless oil (541, 180 mg, 66%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08143271B2 |
| Source dataset | uspto-grants-2012_03 |
| ORD ID | ord-71157c329c6b44fca2f058f45f5b2e51 |
| Source note | uspto-grants-2012_03 |