Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Reactant | 5,5,8,8-Tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol | HCID 268786 | — |
| Catalyst | Titanium Tetrachloride | HCID 24193 | — |
| Catalyst | Diamminetetrachlorotitanate(IV) | HCID 160960 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 45270787 | HCID 45270787 | — |
Reaction Steps
The synthesis process is as set forth in the chemical reaction formula below. The TiCl4 in the reaction path stands for titanium chloride. To 5,6,7,8-tetrahydro-2-hydroxy-5,5,8,8-tetramethylnaphthalene (409 mg, 2.00 mmol) were added titanium chloride (417 mg, 2.20 mmol) and pivaloyl chloride (361 mg, 2.99 mmol) followed by stirring at 120° C. for 1 hour. The reaction solution was diluted by dichloromethane, and 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 (40/3) as an elution solvent. The yield was 53.6 mg (9.0%).
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-2b8a0550c0384e25b553d30943f03be0 |
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| Source note | uspto-grants-2014_07 |
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