Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | HCID 57801831 | HCID 57801831 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | HCID 57672532 | HCID 57672532 | 99.9% |
Reaction Steps
To a stirred solution of (R)-ethyl 3-(4-hydroxyphenyl)-5-methylhex-4-enoate 14.2 (0.200 g, 0.8 mmol) in EtOAc (5 mL, 51 mmol) at 0° C. was added Pd/C (0.09 g, 0.8 mmol). See Example 14—it is possible that 14.3 is the R enantiomer and that 14.2 is the S enantiomer although it is believed that 14.2 is the enantiomer shown. The reaction mixture was placed under an atmosphere of hydrogen and stirred at 23° C. for 2 hours. The reaction mixture was filtered and concentrated in vacuo. The resulting product was purified by silica gel flash chromatography (0-20% EtOAc/hexane) to afford (S)-ethyl 3-(4-hydroxyphenyl)-5-methylhexanoate 45.1 (0.200 g, 99% yield) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07572934B2 |
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| Source dataset | uspto-grants-2009_08 |
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| ORD ID | ord-aec6e16ffcfa4720a0b491655e8bdbad |
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| Source note | uspto-grants-2009_08 |
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