Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Propionyl chloride | HCID 62324 | — |
| Reactant | 1,1,4,4-Tetramethyltetralin | HCID 81186 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 45271609 | HCID 45271609 | — |
Reaction Steps
The synthesis process is as set forth in the chemical reaction formula below. To 5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthalene (188 mg, 1 mmol) were added anhydrous dichloromethane (1 mL), aluminum chloride (148 mg, 1.12 mmol), and propionyl chloride (101 mg, 1.10 mmol) followed by stirring at 60° C. for 3 hours. The reaction solution was poured into cold water and extracted by ethyl acetate. The organic layer was washed by water, a saturated sodium hydrogen carbonate aq. solution, and a saturated saline solution, dried over magnesium sulfate, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography using hexane/ethyl acetate (30/1) as an elution solvent. The yield was 66.4 mg (27%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08765719B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-5b8185199c914f62af48d0b90d825276 |
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| Source note | uspto-grants-2014_07 |
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