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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 433046Generated: October 31, 2026

(2R)-Octan-2-yl 4-(benzyloxy)-3-fluorobenzoate → (R)-(-)-1-Methylheptyl 4-Hydroxy-3-fluorobenzoate

https://huagongshe.com/reaction/433046

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2R)-Octan-2-yl 4-(benzyloxy)-3-fluorobenzoateHCID 70010782—
CatalystPalladiumHCID 23938—
SolventEthyl AcetateHCID 8857—
Product(R)-(-)-1-Methylheptyl 4-Hydroxy-3-fluorobenzoateHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06666989B1
Source datasetuspto-grants-2003_12
ORD IDord-e5569b93976c42d59548fc47991d1568
Source noteuspto-grants-2003_12