Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzene, (3-chloro-1-propenyl)- | HCID 94242 | — |
| Reactant | 4-Hydroxy-2,3,6-trimethylphenyl acetate | HCID 119024 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53706868 | HCID 53706868 | 81.3% |
Reaction Steps
To a solution of 4-hydroxy-2,3,6-trimethylphenyl acetate (10.0 g, 51.5 mmol) in N,N-dimethylformamide (100 mL) was added 1-chloro-3-phenyl-2-propene (7.86 g, 51.5 mmol) and potassium carbonate (7.10 g, 51.5 mmol) and the mixture was stirred under an argon atmosphere at 60° C. for 2 hours. This reaction mixture was poured into water and extracted twice with ethyl acetate. The combined extract was washed with water, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was crystallized from methanol to obtain the title compound (13.0 g, yield 81%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07008950B1 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-a308b32941704c099f737223dd0c3185 |
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| Source note | uspto-grants-2006_03 |
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