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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 926440Generated: October 30, 2026

Oxalyl chloride → 7-chlorocarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl adamantanecarboxylate

https://huagongshe.com/reaction/926440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant6-adamantanecarbonyloxy-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-7-carboxylic acidHCID 118129164—
SolventTolueneHCID 1140—
Product7-chlorocarbonyl-2-oxohexahydro-3,5-methano-2H-cyclopenta[b]furan-6-yl adamantanecarboxylateHCID 118129159—

Reaction Steps

In 420 ml of toluene was suspended 60 g of the carboxylic acid (23) obtained in Synthesis Example 1-1-2. At 80° C., 25.3 g of oxalyl dichloride was added dropwise to the suspension, which was stirred for 4 hours. The toluene was distilled off in vacuum, obtaining the target compound. The resulting acid chloride was used in the subsequent reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09285678B2
Source datasetuspto-grants-2016_03
ORD IDord-85b39fa95c7a4c359bd7c0acf163ab2a
Source noteuspto-grants-2016_03