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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271026Generated: October 26, 2026

Acetic Acid → 2,6,6-Trimethylfulvene

https://huagongshe.com/reaction/271026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantAcetoneHCID 180—
ReactantPyrrolidineHCID 31268—
Reactant1-Methyl-1,3-cyclopentadieneHCID 66775—
SolventMethanolHCID 887—
SolventWaterHCID 962—
SolventDiethyl EtherHCID 3283—
Product2,6,6-TrimethylfulveneHCID 1436328292.5%

Reaction Steps

To 130 ml of dehydrated methanol, 22.6 g (283 mmol) of methylcyclopentadiene and 8.50 ml (116 mmol) of acetone were added, then 14.5 ml (174 mmol) of pyrrolidine was dropwise added at 0° C., and the mixture was reacted at room temperature for one night. Then, 10 ml (180 mmol) of acetic acid was added at 0° C. The mixture was diluted with ether and water and then subjected to extraction. Then, the organic phase was separated, washed with water and dried over anhydrous magnesium sulfate to obtain 12.9 g of a brown liquid. The analyzed values are given below.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449533B2
Source datasetuspto-grants-2008_11
ORD IDord-02e1cd6f9c1b4900b49a714d7d59086e
Source noteuspto-grants-2008_11