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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099341Generated: October 27, 2026

Methyl iodide → Methyl 4,4'-difluorobenzilate

https://huagongshe.com/reaction/2099341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium ethoxideHCID 2723922—
ReactantSodiumHCID 5360545—
ReactantBis(4-fluorophenyl)(hydroxy)acetic acidHCID 12068839—
SolventEthanolHCID 702—
ProductMethyl 4,4'-difluorobenzilateHCID 12068840—

Reaction Steps

25.0 g (0.095 mol) of 4,4′-difluorobenzilic acid are added to freshly prepared sodium ethoxide solution containing 2.17 g (0.095 mol) of sodium and 200 mL of ethanol at 20° C. and stirred for 3 h. The solution is evaporated to dryness, the residue is dissolved in DMF, 22.57 g (0.16 mol) of methyl iodide are added dropwise at 20° C. and the mixture is stirred for 24 h. It is worked up and purified analogously to compound 3b. Yield: 21.06 g of 11 (80% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569581B2
Source datasetuspto-grants-2009_08
ORD IDord-3503d900892f41eba752f339466c8174
Source noteuspto-grants-2009_08