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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073378Generated: November 2, 2026

Dimethylformamide → HCID 54060285, compound

https://huagongshe.com/reaction/1073378

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantSodium BicarbonateHCID 516892—
Reactant2,2-Dimethyl-6,7-dihydroxy-4-chromanoneHCID 12637719—
ReactantTrifluoroethoxy tosylateHCID 86743371—
ProductHCID 54060285HCID 5406028565%

Reaction Conditions

Temperature120 °C

Reaction Steps

In 100 ml of N,N-dimethyl-formamide 4.2 g (20 millimoles) of 6,7-dihydroxy-2,2-dimethyl-4-chromanone are dissolved under nitrogen whereupon 8.3 g (60 millimoles) of potassium carbonate and 11.5 g (45 millimoles) of trifluoroethoxy tosylate are added. The reaction mixture is stirred at 120° C. for 10 hours, poured onto 200 ml of crushed ice, 100 ml of saturated sodium hydrogen carbonate solution are added and the mixture is extracted three times with 50 ml of carbon tetrachloride each. The organic phase is washed twice with 100 ml of water each, dried over anhydrous sodium sulfate and the solvent is removed. The residue is crystallized from ethanol. Thus 4.8 g of the desired compound are obtained, yield 65%. Mp.: 92°-93° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04968819
Source datasetuspto-grants-1990_11
ORD IDord-c16cbc80471f45119802b2aab5054e89
Source noteuspto-grants-1990_11