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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62910Generated: October 30, 2026

Hydrochloric Acid → 2-(3-Fluoro-4-methoxyphenyl)cyclopropane-1-carboxylic acid

https://huagongshe.com/reaction/62910

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrogen PeroxideHCID 784—
ReactantLithium HydroxideHCID 3939—
ReactantSodium SulfiteHCID 24437—
Reactant(R)-4-benzyl-3-[2-(3-fluoro-4-methoxy-phenyl)-cyclopropanecarbonyl]-oxazolidin-2-onHCID 90118203—
SolventWaterHCID 962—
SolventOxolane--water (1/1)HCID 21881883—
Product2-(3-Fluoro-4-methoxyphenyl)cyclopropane-1-carboxylic acidHCID 21190560—

Reaction Steps

After LiOH (0.059 g, 1.40 mmol) was dissolved in water (5 mL), H2O2 (0.3 mL, 3.52 mmol) was added thereto, and the mixture was stirred at room temperature for 30 minutes. The reactant was added to the solution of (R)-4-benzyl-3-[2-(3-fluoro-4-methoxy-phenyl)-cyclopropanecarbonyl]-oxazolidin-2-o n (0.325 g, 0.88 mmol) obtained in Step C of Preparation Example 61 in THF/H2O (17 mL/4.4 mL) at 0° C., and the mixture was stirred for 1 hour. After the termination of the reaction, Na2SO3 (1 g) dissolved in water (5 mL) was added thereto, and the mixture was stirred at 0° C. for 1 hour. 6N HCl was added thereto to adjust the pH to 2, and the reactant was extracted with ethyl acetate. The organic layer was separated, dried with anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain the title compound, which was used in the next step without a separate purification process

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447044B2
Source datasetuspto-grants-2016_09
ORD IDord-742d23f7f38b455b879dbb8ad7677fce
Source noteuspto-grants-2016_09