HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 57672511, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Quinoline | HCID 7047 | — |
| Reactant | HCID 57672454 | HCID 57672454 | — |
| Catalyst | Lindlars catalyst | HCID 131709914 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57672454 | HCID 57672454 | — |
| Product | HCID 57672511 | HCID 57672511 | 179.3% |
Reaction Steps
Compound 25.1 was prepared by a method based on that reported in U.S. Patent Application Publication No. 2006/0004012 which is hereby incorporated by reference) To a stirred solution of 25.1 (0.063 g, 0.3 mmol) in EtOAc (3 mL) at 23° C. was added quinoline (0.06 mL, 0.5 mmol), followed by Lindlar Catalyst (0.003 g, 0.03 mmol). The reaction was placed under an atmosphere of hydrogen and then stirred at room temperature. After 15 hours, water was added to the mixture and then the mixture was extracted with EtOAc. After concentration, the residue was purified on silica gel (0%-20% EtOAc/hexane) to give (S,Z)-methyl 3-(4-hydroxyphenyl)hept-4-enoate 35.1 (0.063 g, 99%). MS ESI (pos.) m/e: 235.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07572934B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-212063e41a6e4dca9f30ee5f0b51405d |
| Source note | uspto-grants-2009_08 |