Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Monobenzone | HCID 7638 | — |
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53905262 | HCID 53905262 | 72% |
Reaction Steps
5.0 grams (25.0 mmole, 1.0 eq.) of 4-benzyloxyphenol was dissolved in 100 ml of N,N-dimethylformamide. 10.4 grams (75.0 mmole, 3.0 eq.) of potassium carbonate and 3.25 ml (37.5 mmole, 1.5 eq.) of allyl bromide were added to the reaction and it was stirred at 80° C. for 3 hours and at room temperature for another 136 hours. The reaction mixture was diluted with water and extracted 3× with 60 ml of ethyl acetate. The combined organics were dried over sodium sulfate, filtered, evaporated and pumped on high vacuum overnight. The title compound (4.3 grams, 72% yield) was isolated by recrystallization from methanol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06090836 |
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| Source dataset | uspto-grants-2000_07 |
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| ORD ID | ord-7bf25ba9568f4fdabd940e909a9593ca |
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| Source note | uspto-grants-2000_07 |
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