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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907258Generated: October 30, 2026

Hydrochloric Acid → 6-Bromo-2-[(4-methoxyphenyl)methyl]-1(2H)-isoquinolinone

https://huagongshe.com/reaction/907258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium borohydrideHCID 4311764—
Reactant6-Bromo-2-(4-methoxy-benzyl)-4H-isoquinoline-1,3-dioneHCID 57551736—
SolventDichloromethane methanolHCID 21226129—
Product6-Bromo-2-[(4-methoxyphenyl)methyl]-1(2H)-isoquinolinoneHCID 57551771—

Reaction Steps

To a solution of 6-bromo-2-(4-methoxy-benzyl)-4H-isoquinoline-1,3-dione (product of step iii)) (2.6 g) in dichloromethane:methanol (3:1, 80 mL) was added sodium borohydride (1.0 g) portionwise over 2 hours. The reaction mixture was acidified with hydrochloric acid and stirred for 30 minutes. The reaction mixture was evaporated and the residue partitioned between dichloromethane and water. The organic phase was washed with brine, dried, filtered and evaporated. The residue was purified (SiO2, 1:4 ethyl acetate:iso-hexane as eluent) to yield the sub-title compound (1.2 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08012979B2
Source datasetuspto-grants-2011_09
ORD IDord-c94718cf9d614c0eb0e1dc0b1e645870
Source noteuspto-grants-2011_09