Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Chloride | HCID 7503 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 14986460 | HCID 14986460 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 14986461 | HCID 14986461 | — |
Reaction Steps
5.5 g of 1'-hydroxy-8'-methyl-2'-acetonaphthone was dissolved in 50 ml of N,N-dimethylformamide, to which 1.7 g of 60% sodium hydride was added, followed by agitation at 50° C. for 10 minutes. The reaction solution was returned to room temperature, in which 5.5 ml of benzyl chloride was dropped, followed by heating again to 70° C. for reaction for 1 hour. After returning to room temperature, water was added to the solution, which was extracted with ethyl acetate. The resultant organic phase was washed with a saturated saline solution, dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The resultant reside was purified by silica gel column chromatography (15% ethyl acetate/hexane) to obtain 4.8 g of the captioned compound as a brown oily substance.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05134111 |
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| Source dataset | uspto-grants-1992_07 |
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| ORD ID | ord-7043e3acde144139a640779b7002a53c |
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| Source note | uspto-grants-1992_07 |
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