Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069806Generated: October 27, 2026

Ethyl Acetate → 6-(1-Hydroxy-1-methyl-ethyl)-3,4-dihydro-2H-isoquinolin-1-one

https://huagongshe.com/reaction/2069806

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
Reactant6-acetyl-3,4-dihydro-2H-isoquinolin-1-oneHCID 59216465—
ReactantHCID 178418689HCID 178418689—
SolventTetrahydrofuranHCID 8028—
Product6-(1-Hydroxy-1-methyl-ethyl)-3,4-dihydro-2H-isoquinolin-1-oneHCID 59216524—

Reaction Steps

To a slurry of 680 mg of 6-Acetyl-3,4-dihydro-2H-isoquinolin-1-one in 25 mL of THF cooled to 0° C. was slowly added 3.6 mL of 3.0 M MeMgBr in THF. After 1 h the mixture was poured into a solution of ammonium chloride in ice water. Ethyl acetate was added and the organic phase was partitioned, dried over sodium sulfate, filtered, and concentrated. Purification by flash chromatography afforded 380 mg of 6-(1-Hydroxy-1-methyl-ethyl)-3,4-dihydro-2H-isoquinolin-1-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299077B2
Source datasetuspto-grants-2012_10
ORD IDord-9dfe7c0915c24c91af2cf04d85974a46
Source noteuspto-grants-2012_10