Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 87972722 | HCID 87972722 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 60003050 | HCID 60003050 | — |
Reaction Steps
To a solution of ethyl 7-(4-ethyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)3-methyl-octa-2E,4E,6Z-trienoate (Compound 32, 50 mg, 0.13 mmol) in ethanol (5 mL) and THF (2 mL) was added 1M NaOH (1.0 mL, 1.0 mmol). The mixture was heated to 60° C. for 5 h and was cooled to room temperature, acidified with 1M HCl, and extracted with ethyl acetate. The organic layer was washed with brine, dried over Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatography (silica gel, 30% ethyl acetate in hexanes) followed by recrystallization from acetonitrile to give the title compound as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06887896B1 |
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| Source dataset | uspto-grants-2005_05 |
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| ORD ID | ord-b35f1b50602c4a1abe071d44bc811c1b |
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| Source note | uspto-grants-2005_05 |
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