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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2109591Generated: October 30, 2026

Sodium Acetate → 2-(4-Methoxy-benzyl)-4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/2109591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant2-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamideHCID 21959376—
ReactantHCID 178526064HCID 178526064—
CatalystTetraethylammonium ChlorideHCID 5946—
SolventDimethylformamideHCID 6228—
Product2-(4-Methoxy-benzyl)-4,4-dimethyl-7-nitro-3,4-dihydro-2H-isoquinolin-1-oneHCID 21959362—

Reaction Conditions

Temperature70 °C

Reaction Steps

2-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamide (23.4 mmol) was dissolved in DMF (150 ml) and Et4NCl (4.25 g), HCO2Na (1.75 g) and NaOAc (4.99 g) were added. N2 was bubbled through the solution for 10 min, then Pd(OAc)2 (490 mg) was added and the mixture was stirred overnight at 70° C. The mixture was extracted with EtOAc, washed with sat'd NH4Cl, dried over MgSO4, filtered and concentrated until the compound precipitated as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07514564B2
Source datasetuspto-grants-2009_04
ORD IDord-e847671781794e4296f813d85b6ddba9
Source noteuspto-grants-2009_04