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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 846172Generated: October 31, 2026

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

https://huagongshe.com/reaction/846172

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 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, m.p. >300° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05135945
Source datasetuspto-grants-1992_08
ORD IDord-9d9c824fae49456d981ae5dd8a7a42ad
Source noteuspto-grants-1992_08