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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 887531Generated: October 26, 2026

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

https://huagongshe.com/reaction/887531

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium AcetateHCID 517045—
Reactant2-Bromo-N-(4-methoxy-benzyl)-N-(2-methyl-allyl)-5-nitro-benzamideHCID 21959376—
ReactantHCID 178526064HCID 178526064—
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 Et4NCI (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 numberUS08247430B2
Source datasetuspto-grants-2012_08
ORD IDord-db5a652bc5ec4697844d6c44e82a2b2c
Source noteuspto-grants-2012_08