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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2198268Generated: November 1, 2026

Thionyl Chloride → Hexahydro-2,5-methano-pentalene-3a-carbonyl chloride

https://huagongshe.com/reaction/2198268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHexahydro-2,5-methanopentalene-3a(1H)-carboxylic acidHCID 2733865—
ProductHexahydro-2,5-methano-pentalene-3a-carbonyl chlorideHCID 13182402—

Reaction Steps

A solution of 3-noradamantanecarboxylic acid (Aldrich, 4.5 g, 26 mmol) in 40 mL of thionyl chloride was warmed to reflux for 1 hour. The mixture was then cooled to ambient temperature and concentrated under reduced pressure. The residue was dissolved in 40 mL benzene and concentrated under reduced pressure (3×) to afford hexahydro-2,5-methano-pentalene-3a-carbonyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338623B2
Source datasetuspto-grants-2012_12
ORD IDord-b450a8ae616840ddb7cf91649eb1cfdb
Source noteuspto-grants-2012_12