HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86666325, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromomethyl methyl ether | HCID 83093 | — |
| Reactant | HCID 86666324 | HCID 86666324 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86666325 | HCID 86666325 | 84.3% |
Reaction Steps
A solution of 2-(2-bromo-4-hydroxyphenyl)-N-methoxy-N-methylacetamide (1.37 g) in THF (5 mL) was slowly added to a suspension of sodium hydride (0.22 g) in THF (30 mL) at 0° C. After stirring for 10 min, bromo(methoxy)methane (1.25 g) was added dropwise at 0° C. The mixture was stirred at 0° C. for 2 hr. The mixture was poured into water and extracted with ethyl acetate (30 mL×3). The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated to dryness. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate) to afford the title compound (1.34 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08729102B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-b827ec374e444c709dce84ddec7bc818 |
| Source note | uspto-grants-2014_05 |