Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Isopropylbenzoyl chloride | HCID 2759486 | — |
| Reactant | HCID 56606616 | HCID 56606616 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54179601 | HCID 54179601 | 84.8% |
Reaction Steps
2-Hydroxy-3-propenylpropiophenone (2.4 grams) is dissolved in 30 ml of dimethylformamide and 0.6 gram of 50% sodium hydride is added thereto little by little at room temperature with stirring. The mixture is stirred for one hour more at the same temperature and 2.4 grams of p-isopropylbenzoyl chloride is dropped thereinto with ice cooling. The mixture is stirred at room temperature for one hour, 0.6 gram of 50% sodium hydride is added thereto, the mixture is heated at 60° to 70° C. for one hour, cooled, and poured into ice water. This is extracted with ethyl acetate, the extract is washed with water, dried with anhydrous magnesium sulfate, the solvent is evaorated therefrom, and the resulting crystals are washed with n-hexane to give 3.6 grams of 2-hydroxy-3-propenyl-alpha-p-isopropylbenzoylpropiophenone, pale yellow powder, melting point 108° to 110° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04594345 |
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| Source dataset | uspto-grants-1986_06 |
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| ORD ID | ord-d51be88c54ca4c55af4b40dd28e5401e |
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| Source note | uspto-grants-1986_06 |
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