Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 234838Generated: October 25, 2026

Hydrochloric Acid → 5-[(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyl)oxy]salicylic acid

https://huagongshe.com/reaction/234838

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2,5-Dihydroxybenzoic acidHCID 3469—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzene, 2-chloro-1-fluoro-4-(trifluoromethyl)-HCID 157153—
SolventDimethyl SulfoxideHCID 679—
SolventDichloromethaneHCID 6344—
Product5-[(2-Chloro-alpha,alpha,alpha-trifluoro-p-tolyl)oxy]salicylic acidHCID 8675023391.3%

Reaction Steps

A mixture of 3-chloro-4-fluoro-α,α,α-trifluorotoluene (103 g, 0.52 mol), 2,5-dihydroxybenzoic acid (80 g, 0.52 mol) and potassium carbonate (180 g, 1.3 mol) in dimethyl sulfoxide is heated to and held at 130° C. for about 30 hours, cooled to room temperature and poured into ice-water. The aqueous mixture is acidified to pH 2 with concentrated hydrochloric acid and decanted to obtain an oil. The oil is dissolved in methylene chloride, washed with water and concentrated in vacuo to form a brown oil which is crystallized from ether to give the title product as a tan solid (158 g, 91.3%, mp 135° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05596124
Source datasetuspto-grants-1997_01
ORD IDord-43534e15d35d4e928e8f2f3a64764d6f
Source noteuspto-grants-1997_01