Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclobutanone | HCID 14496 | — |
| Reactant | HCID 9859505 | HCID 9859505 | — |
| Catalyst | Piperidine | HCID 8082 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 69055283 | HCID 69055283 | — |
Reaction Steps
A solution of the crude 3-acetyl-4-hydroxy-2,5,6-trimethyl-phenyl acetate prepared as in Step 1 (1.0 g), cyclobutanone (415 mg) and piperidine (10 drops) in xylenes (2 mL) was heated at 180° C. for 5 min and then 230° C. for 20 min using a microwave. The solution was diluted with ethyl acetate, washed with water and brine, dried, evaporated, and chromatographed (silica gel, hexane-ethyl acetate 3% to 8%) to give 354 mg of 5,7,8-trimethyl-4-oxo-3,4-dihydrospiro[chromene-2,1′-cyclobutan]-6-yl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07576094B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-fab5119f314d4b4f8dc79b77426a2092 |
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| Source note | uspto-grants-2009_08 |
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