Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Monobenzone | HCID 7638 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Fluorobenzaldehyde | HCID 68023 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 54302645 | HCID 54302645 | 72.3% |
Reaction Steps
4-Benzyloxy-phenol (500 mg, 2.50 mmol) was dissolved in 7 mL of DMF. K2CO3 (414 mg 3.00 mmol) was added and the resulting mixture was stirred at room temperature for 10 mins. 4-Fluorobenzaldehyde (371 mg, 3.00 mmol) was added and the resulting mixture was stirred at 50° C. for 2 hours. The reaction mixture was then heated to 80° C. for 3 hours. Water was then added and the product was extracted with EtOAc and washed with brine. The organic phase was dried over Na2SO4 and concentrated under reduced pressure to afford 710 mg of crude product. Purification by column chromatography (using silica gel of mesh size of 60-120 and 3/97 EtOAc:Hexane as the eluent) afforded 550 mg (72% yield) of 4-(4-Benzyloxy-phenoxy)-benzaldehyde. LC-MS purity: 99.5%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07842696B2 |
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| Source dataset | uspto-grants-2010_11 |
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| ORD ID | ord-0b222eebbe0741ab876f91d76b7f8430 |
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| Source note | uspto-grants-2010_11 |
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