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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211625Generated: November 1, 2026

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

https://huagongshe.com/reaction/2211625

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 numberUS07101868B2
Source datasetuspto-grants-2006_09
ORD IDord-7cc2ea6225b3417b89c05c08400b0e98
Source noteuspto-grants-2006_09