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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1947643Generated: October 30, 2026

Acetic Acid → HCID 67224314, compound

https://huagongshe.com/reaction/1947643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-ChlorobenzaldehydeHCID 7726—
ReactantSodium triacetoxyborohydrideHCID 5049666—
ReactantHCID 67223501HCID 67223501—
SolventDichloromethaneHCID 6344—
ProductHCID 67224314HCID 6722431432.4%

Reaction Steps

Sodium triacetoxyborohydride (77 mg, 0.36 mmol) was added to a stirred solution of 7-amino-2-ethyl-4,4-dimethyl-3,4-dihydro-2H-isoquinolin-1-one (40 mg, 0.18 mmol), 4-chlorobenzaldehyde (31 mg, 0.22 mmol) and acetic acid (11 μl, 0.18 mmol) in anhydrous dichloromethane (6 ml) at room temperature. The reaction was stirred overnight and quenched with the addition of water. The organic phase was separated, washed with brine, then dried (MgSO4) and evaporated in vacuo. The resulting residue was purified by preparative tlc (20% ethyl acetate in petroleum ether) to afford the title compound as a colourless solid (20 mg, 32%). HPLC retention time 4.78 min. Mass spectrum (ES+) m/z 343 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08399481B2
Source datasetuspto-grants-2013_03
ORD IDord-44907ae80bf14f18a445ef4ec741c468
Source noteuspto-grants-2013_03