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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 644414Generated: October 30, 2026

Hydrochloric Acid → HCID 86595533, compound

https://huagongshe.com/reaction/644414

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChloromethyl Methyl EtherHCID 7864—
ReactantPotassium CarbonateHCID 11430—
ReactantN-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-5-iodo-benzamideHCID 11190699—
SolventAcetoneHCID 180—
ProductHCID 86595533HCID 8659553376.3%

Reaction Steps

A mixture of N-[3,5-bis(trifluoromethyl)phenyl]-2-hydroxy-5-iodobenzamide (Compound No. 52; 4.75 g, 10 mmol), chloromethyl methyl ether (1.14 ml, 15 mmol), potassium carbonate (2.76 g, 20 mmol) and acetone (50 mL) was refluxed for 8 hours. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with water and brine, dried over anhydrous magnesium sulfate, the residue obtained by evaporation under reduced pressure was purified by chromatography on silica gel (n-hexane:ethyl acetate=3:1), and recrystallized (n-hexane/ethyl acetate) to give the title compound (3.96 g, 76.3%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07700655B2
Source datasetuspto-grants-2010_04
ORD IDord-bac4eb69d22e40dbbcc84e88346681a7
Source noteuspto-grants-2010_04