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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371365Generated: October 30, 2026

p-Toluenesulfonic acid → HCID 14153439, compound

https://huagongshe.com/reaction/2371365

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantTrimethyl orthoformateHCID 9005—
ReactantSodium BicarbonateHCID 516892—
ReactantDiethyl 2,5-dioxooctahydropentalene-1,3-dicarboxylateHCID 12914184—
SolventMethanolHCID 887—
ProductHCID 14153439HCID 14153439—

Reaction Conditions

Temperature25 °C

Reaction Steps

At 25° C., 330 mg of p-toluenesulfonic acid and 1.6 ml of trimethyl orthoformate are added to a solution of 9.6 g of 2,4-bisethoxycarbonylbicyclo[3.3.0]octane-3,7-dione (preparation: Reference Example 1) in 330 ml of methanol. The mixture is stirred for 3 hours at 25° C., combined with 80 ml of 5% strength sodium bicarbonate solution, extracted three times with respectively 300 ml of methylene chloride, dried over sodium sulfate, and evaporated under vacuum. The residue is purified by chromatography on silica gel. With ethyl acetate/hexane (1+1), 7 g of the title compound is obtained as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05093250
Source datasetuspto-grants-1992_03
ORD IDord-db9db378eacf4571b0563b8385cb04d9
Source noteuspto-grants-1992_03