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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572492Generated: October 26, 2026

Sulfuric acid methanol → Hydroxyl-[7-hydroxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-acetic acid methyl ester

https://huagongshe.com/reaction/572492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric acid methanolHCID 18363649—
Reactant[7-Benzyloxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-trimethylsilanyloxy-acetonitrileHCID 68295398—
ProductHydroxyl-[7-hydroxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-acetic acid methyl esterHCID 6829542732%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of [7-Benzyloxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-trimethylsilanyloxy-acetonitrile (2.5 g, 4.64 mmol) in H2SO4/CH3OH (30 mL, V/V=1:3). The resulting mixture was heated to 80° C. under N2 for 12 h. The reaction mixture was poured into ice water and extracted with DCM (50 mL*3), dried over sodium sulfate and concentrated to dryness. The mixture was purified by chromatography column on silica gel to afford the title product (0.6 g, 32%). LCMS (10-80 AB—2MIN.M): Rt=0.993, purity=75%, M+1=410.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029391B2
Source datasetuspto-grants-2015_05
ORD IDord-91366163d735410ab77b5c8dfa683333
Source noteuspto-grants-2015_05