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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383061Generated: October 31, 2026

Water → HCID 67537087, compound

https://huagongshe.com/reaction/2383061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChloroacetoneHCID 6571—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 67536762HCID 67536762—
CatalystTetrabutylammonium IodideHCID 67553—
SolventAcetonitrileHCID 6342—
ProductHCID 67537087HCID 67537087—

Reaction Conditions

Temperature60 °C

Reaction Steps

Tert-butyl 1-cyclohexyl-7-hydroxy-3,4-dihydroisoquinoline-2(1H)-carboxylate (700 mg) was dissolved in acetonitrile (12 mL). 1-chloroacetone (0.2 mL), potassium carbonate (438 mg), and tetra-n-butylammonium iodide (78 mg) were added thereto, followed by stirring at 60° C. for 16 hours. Then, water was added to the mixture which was then extracted with EtOAc. The extract was washed with saturated brine, and then dried over magnesium sulfate. The solvent was evaporated and the resulting residue was purified by silica gel column chromatography (hexane-EtOAc) to obtain tert-butyl 1-cyclohexyl-7-(2-oxopropoxy)-3,4-dihydroisoquinoline-2(1H)-carboxylate (818 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263607B2
Source datasetuspto-grants-2012_09
ORD IDord-68eb8ec03e4a41ea9dd86424312b2b25
Source noteuspto-grants-2012_09