Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1440815Generated: November 2, 2026

Hydrochloric Acid → 3,4-Dihydro-2-(2-dimethylaminoethyl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

https://huagongshe.com/reaction/1440815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylamineHCID 674—
ReactantWaterHCID 962—
Reactant2-(2-Bromoethyl)-2,5,7,8-tetramethylchroman-6-olHCID 13375184—
SolventIsopropanolHCID 3776—
SolventDimethylformamideHCID 6228—
Product3,4-Dihydro-2-(2-dimethylaminoethyl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-olHCID 131242—

Reaction Steps

A mixture of 12.53 g of 3,4-dihydro-2-(2-bromoethyl)-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol and liquid gaseous dimethylamine in 50 ml of dimethylformamide is stirred at room temperature for 16 hours. Water is added and the product is extracted with ethyl ether. The extract is washed with water, dried over anhydrous sodium sulfate, filtered and evaporated. One equivalent of hydrochloride acid in isopropanol is added and the resulting precipitate is recrystallized twice from isopropanol/water to yield 9.44 g of the title compound, mp 300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05500444
Source datasetuspto-grants-1996_03
ORD IDord-55f5b95edc894b7bacedb41662a85137
Source noteuspto-grants-1996_03