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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1172023Generated: November 2, 2026

Pyridine → 7-methoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 4-chlorobutyrate

https://huagongshe.com/reaction/1172023

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant4-Chlorobutyryl chlorideHCID 78370—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 6-hydroxy-2-oxohexahydro-3,5-methano-2h-cyclopenta-[b]furan-7-carboxylateHCID 15601184—
SolventTetrahydrofuranHCID 8028—
Product7-methoxycarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl 4-chlorobutyrateHCID 5786710096.1%

Reaction Steps

In 180 ml of tetrahydrofuran were dissolved 21.2 g of methyl 6-hydroxy-2-oxohexahydro-3,5-methano-2H-cyclopenta-[b]furan-7-carboxylate and 16.9 g of 4-chlorobutyric acid chloride. To the solution below 20° C., 9.10 g of pyridine was added dropwise. The solution was stirred at room temperature for 1 hour and combined with 40 g of a 5% aqueous solution of sodium hydrogen carbonate, followed by ordinary work-up. There was obtained 30.4 g of a crude product (crude yield 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07833694B2
Source datasetuspto-grants-2010_11
ORD IDord-4456801942a345148fc2c7e28d5b2178
Source noteuspto-grants-2010_11