HuagongsheHuagongshe Chemistry Print Report · For research reference only
(2R)-Octan-2-yl 4-(benzyloxy)-3-fluorobenzoate → (R)-(-)-1-Methylheptyl 4-Hydroxy-3-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (2R)-Octan-2-yl 4-(benzyloxy)-3-fluorobenzoate | HCID 70010782 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (R)-(-)-1-Methylheptyl 4-Hydroxy-3-fluorobenzoate | HCID 54392229 | — |
Reaction Steps
10% Palladium on charcoal (0.3 g), was added to a solution of compound 12 (10.0 g, 28 mmol) in ethyl acetate (300 ml). The solution was evacuated and left stirring with hydrogen at atmospheric pressure for 24 h. The catalyst was filtered off and the solvent removed in vacuo to yield a yellow oil which was purified by column chromatography (dichloromethane) on silica to yield the pure colourless oil. Yield 5.8 g (77%). [α]D=−33.7° at 25° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06666989B1 |
| Source dataset | uspto-grants-2003_12 |
| ORD ID | ord-e5569b93976c42d59548fc47991d1568 |
| Source note | uspto-grants-2003_12 |