HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 1-(Benzyloxy)-4-(prop-2-yn-1-yl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (3-(4-Benzyloxy-phenyl)-prop-1-ynyl)-trimethylsilane | HCID 42642731 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(Benzyloxy)-4-(prop-2-yn-1-yl)benzene | HCID 59255384 | 90.3% |
Reaction Steps
To a solution of methanol (20 mL) of (3-(4-benzyloxy-phenyl)-prop-1-ynyl)-trimethyl-silane (910 mg) described in Manufacturing Example 12-1 was added potassium carbonate (850 mg) at room temperature, which was stirred for 4 hours and 10 minutes at room temperature. Water was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and then the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (heptane:ethyl acetate=20:1) to obtain the titled compound (620 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08183264B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-a0a6cc44b82648abb94aced07439f929 |
| Source note | uspto-grants-2012_05 |