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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2185161Generated: October 29, 2026

Nitrogen → 5-Cyclopentylidenepentan-2-one

https://huagongshe.com/reaction/2185161

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNitrogenHCID 947—
ReactantPhosphoric AcidHCID 1004—
Reactant2-MethoxypropeneHCID 8300—
ReactantVinylcyclopentanolHCID 317028—
SolventTriethylamineHCID 8471—
Solventtert-Butyl methyl etherHCID 15413—
Product5-Cyclopentylidenepentan-2-oneHCID 1352801369%

Reaction Conditions

Temperature125 °C

Reaction Steps

A 600 ml autoclave containing a mixture of 1-ethenyl-cyclopentanol (172.0 g; 1.54 mol), isopropenyl methyl ether (218.8 g; 3.04 mol), triethylamine (1.65 ml) and 85% H3PO4 (0.72 ml) was pressurized with N2 at 2 bar and heated up to 125° C. An increase of the pressure to 7 bar was observed. After 14 hours stirring, the autoclave was cooled down to room temperature and depressurized. MTBE (1.5 1) was added to the mixture, washed with H2O (4×25 ml) until neutral pH, dried (MgSO4) and concentrated. Distillation (61° C./0.1 torr) yielded 161.3 g (69% yield) of 5-cyclopentylidenepentan-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06399811B1
Source datasetuspto-grants-2002_06
ORD IDord-bacbfb384360470cb2a5a816e0e9c61a
Source noteuspto-grants-2002_06