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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1361078Generated: October 30, 2026

Acetic Acid → HCID 25128239, compound

https://huagongshe.com/reaction/1361078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
ReactantHCID 86761270HCID 86761270—
SolventTetrahydrofuranHCID 8028—
ProductHCID 25128239HCID 2512823982.7%

Reaction Steps

600 mg (1.25 mmol) of methyl 3-{3-butoxy-4-[3-(4-methanesulfonyloxy-3-methoxyphenyl)propyl]phenyl}propanoate are dissolved in 10 ml of tetrahydrofuran and 1.8 ml (1.8 mmol) of aqueous 1N lithium hydroxide solution are then added. The reaction medium is stirred for 15 hours at room temperature. After addition of water and acidification with acetic acid, the reaction medium is extracted with ethyl acetate. The organic phases are combined, dried over sodium sulfate, filtered and evaporated. The residue obtained is purified by chromatography on a column of silica eluted with an 8/2 heptane/ethyl acetate mixture. 480 mg (82%) of 3-{3-butoxy-4-[3-(4-methanesulfonyloxy-3-methoxyphenyl)propyl]phenyl}propanoic acid are obtained after crystallization from a 2/8 isopropyl ether/pentane mixture.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879907B2
Source datasetuspto-grants-2011_02
ORD IDord-dca7d388e52c48fc9649ca8ccadca6f8
Source noteuspto-grants-2011_02