HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2371365Generated: October 30, 2026
p-Toluenesulfonic acid → HCID 14153439, compound
https://huagongshe.com/reaction/2371365
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Trimethyl orthoformate | HCID 9005 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Diethyl 2,5-dioxooctahydropentalene-1,3-dicarboxylate | HCID 12914184 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 14153439 | HCID 14153439 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05093250 |
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| Source dataset | uspto-grants-1992_03 |
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| ORD ID | ord-db9db378eacf4571b0563b8385cb04d9 |
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| Source note | uspto-grants-1992_03 |
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