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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1471381Generated: October 31, 2026

Phosphoric Acid → 5-Cyclopentylidenepentan-2-one

https://huagongshe.com/reaction/1471381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
Reactant2-MethoxypropeneHCID 8300—
ReactantTriethylamineHCID 8471—
ReactantVinylcyclopentanolHCID 317028—
Solventtert-Butyl methyl etherHCID 15413—
Product5-Cyclopentylidenepentan-2-oneHCID 1352801372.1%

Reaction Conditions

Temperature130 °C

Reaction Steps

In an autoclave under N2, a mixture of 1-vinylcyclopentanol (65 g, 0.58 mol), 2-methoxypropene (108 ml, 1.15 mol), 85% phosphoric acid (0.29 ml), triethylamine (0.63 ml) was heated at 130° C. for 15 h. The reaction mixture was cooled to 20° C., diluted with MTBE (500 ml), washed three times with water (25 ml), once with a saturated aqueous solution of NaCl (25 ml), dried (MgSO4) and concentrated. Widmer-Distillation (0.13 mbar, head temp. 58° C.) of the crude product gave 5-cyclopentylidenepentan-2-one (63.67 g, 72%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09012391B2
Source datasetuspto-grants-2015_04
ORD IDord-93c49396527747c4b038abd950325bd9
Source noteuspto-grants-2015_04