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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469930Generated: November 1, 2026

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

https://huagongshe.com/reaction/1469930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantHexahydro-2,5-methanopentalene-3a(1H)-carboxylic acidHCID 2733865—
SolventDichloromethaneHCID 6344—
ProductHexahydro-2,5-methano-pentalene-3a-carbonyl chlorideHCID 1318240299.3%

Reaction Steps

To a solution of commercially available hexahydro-2,5-methano-pentalene-3a-carboxylic acid (10 g, 0.06 mol) in dichloromethane (200 mL) was added oxalyl chloride (8.7 g, 0.066 mol). The mixture was stirred overnight and then concentrated under reduced pressure to afford the title compound as a colorless oil (11 g, 99%). MS (DCI/NH3) m/z 184 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006275B2
Source datasetuspto-grants-2015_04
ORD IDord-4f72d9e2f0384ffe856c5ab4ac0c50e1
Source noteuspto-grants-2015_04