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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 355410Generated: October 29, 2026

Citric Acid → 1-(3,5-Difluoro-2,4-dibenzyloxyphenyl)ethanol

https://huagongshe.com/reaction/355410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantDiethyl EtherHCID 3283—
Reactant3,5-Difluoro-2,4-dibenzyloxybenzaldehydeHCID 18942322—
ReactantHCID 178418573HCID 178418573—
Product1-(3,5-Difluoro-2,4-dibenzyloxyphenyl)ethanolHCID 18942341—

Reaction Conditions

Temperature0 °C

Reaction Steps

Methylmagnesium bromide (3.0M solution in ether, 1.1 eq) is added to a 0.4M solution of Compound 23 in ether (1.0 eq) at 0° C. The reaction is stirred at 0° C. for 1 hour, then warmed to 20° C. for an additional hour, and poured into 5 volumes of 1M citric acid solution. The resulting solution is extracted with ether (2×), washed with brine, dried over anhydrous MgSO4, and concentrated in vacuo. The residue is purified by chromatography on silica gel (Hex/EtOAc) to yield Compound 24.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05830912
Source datasetuspto-grants-1998_11
ORD IDord-c52af617ab53497e98b637a245416da5
Source noteuspto-grants-1998_11