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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1979125Generated: November 1, 2026

Water → HCID 54424346, compound

https://huagongshe.com/reaction/1979125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAcetic AnhydrideHCID 7918—
Reactant4-Penten-2-ol, 5-(2,2,3-trimethyl-3-cyclopenten-1-yl)-HCID 106806—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Solventtert-Butyl methyl etherHCID 15413—
ProductHCID 54424346HCID 5442434695%

Reaction Conditions

Temperature52.5 °C

Reaction Steps

50 g (0.48 mol) of acetic anhydride was added dropwise to the solution of 78.6 g (0.40 mol) of 5-(2,2,3-trimethylcyclopent-3-enyl)pent-4-en-2-ol and 5.0 g of 4-dimethylaminopyridine in 150 ml of MTBE. The reaction mixture was stirred at 50-55° C. for 1 hour, treated with 0.5 l of water and extracted with 3×150 ml of hexane. The combined organic layers were neutralized with aqueous potassium hydrogen carbonate solution, washed with water, dried (MgSO4) and evaporated in vacuo. The residue (102 g) was distilled at 80-81° C./0.2 Torr to give 89.8 g (95% yield) of acetic acid 5-(2,2,3-trimethyl-cyclopent-3-enyl)pent-4-en-2-yl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06239314B1
Source datasetuspto-grants-2001_05
ORD IDord-595e4dfd6cf24113bc9a040f75f211c0
Source noteuspto-grants-2001_05