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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073865Generated: November 3, 2026

1-(2-Hydroxyphenyl)-3-methyl-1-(2-pyridyl)-2-buten-1-ol → 2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran

https://huagongshe.com/reaction/1073865

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Hydroxyphenyl)-3-methyl-1-(2-pyridyl)-2-buten-1-olHCID 19895612—
SolventDiglymeHCID 8150—
Product2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyranHCID 1875515258.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

4.42 g of 1-(2-hydroxyphenyl)-3-methyl-1-(2-pyridyl)-2-buten-1-ol were dissolved in 70 ml of diethylene glycol dimethyl ether and heated at 150° C. for 2 hours. The mixture was allowed to cool to room temperature, the solvent was removed by evaporation and the residue was partitioned between ethyl acetate and sodium chloride solution. The organic phase was dried over sodium sulphate and evaporated. The residue was chromatographed on silica gel using ethyl acetate/petroleum ether (1:4) for the elution to give 2.4 g of 2,2-dimethyl-4-(2-pyridyl)-2H-1-benzopyran of melting point 80-82° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971982
Source datasetuspto-grants-1990_11
ORD IDord-d131f60a008845f6bb8097f6ce4eefa9
Source noteuspto-grants-1990_11