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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2269587Generated: October 29, 2026

Phosphoric Acid → HCID 12715053, compound

https://huagongshe.com/reaction/2269587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantTolueneHCID 1140—
ReactantCyclopentadieneHCID 7612—
Reactant2,6-DimethylphenolHCID 11335—
SolventMethyl Isobutyl KetoneHCID 7909—
SolventTetrahydrofuranHCID 8028—
ProductHCID 12715053HCID 12715053—

Reaction Steps

Into a 2-liter flask having a stirrer, a condenser and a thermometer, 366 g of 2,6-dimethylphenol, 360 g of toluene and 102 g of phosphoric acid were introduced, and a solution of mixture of 247 g of cyclopentadiene and 200 g of toluene was added dropwise over a period of 3 hours while stirring the mixture under ice cooling, followed by further stirring for 4 hours at room temperature. To the reaction solution thus obtained, tetrahydrofuran (hereinafter “THF”) and methyl isobutyl ketone (hereinafter “MIBK”) were added, and the resultant solution was washed with water until it turned neutral, followed by distillation under reduced pressure. After the reaction solvent had evaporated, unreacted 2,6-dimethylphenol evaporated. A fraction at 3 mmHg and 140° C. was 2,6-dimethyl-4-(2-cyclopenten-1-yl)phenol. The results of analysis by GPC thereof are shown in FIG. 1. Its yield determined by GPC was 94% (area ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329492B1
Source datasetuspto-grants-2001_12
ORD IDord-3af76bcebf5548928505196d61a11dba
Source noteuspto-grants-2001_12