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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2370640Generated: October 31, 2026

Ethyl Bromide → 2-Ethyl-4,4-dimethyl-7-nitro-1,2,3,4-tetrahydroisoquinoline

https://huagongshe.com/reaction/2370640

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantPotassium CarbonateHCID 11430—
Reactant4,4-Dimethyl-7-nitro-1,2,3,4-tetrahydroisoquinolineHCID 21959655—
SolventDimethylformamideHCID 6228—
Product2-Ethyl-4,4-dimethyl-7-nitro-1,2,3,4-tetrahydroisoquinolineHCID 68194672—

Reaction Conditions

Temperature50 °C

Reaction Steps

Bromoethane (0.75 g, 6.88 mmol) was added to a solution of 4,4-dimethyl-7-nitro-1,2,3,4-tetrahydroisoquinoline (1.4 g, 6.79 mmol) and K2CO3 (2 g, 14.47 mmol) in N,N-dimethylformamide (80 mL). The mixture was stirred at 50° C. for 4 hours. The solvent was removed under vacuum to give a residue which was purified by silica gel column chromatography eluting with 10% ethyl acetate/heptane to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08710065B2
Source datasetuspto-grants-2014_04
ORD IDord-dcd39920ca334990b39ee8d8febd2b69
Source noteuspto-grants-2014_04