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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 32127Generated: October 27, 2026

2-[(Dimethylamino)methylidene]cyclohexane-1,3-dione → 2-(2-(tert-butyldiphenylsilyloxy)ethyl)-7,8-dihydroquinazolin-5(6H)-one

https://huagongshe.com/reaction/32127

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[(Dimethylamino)methylidene]cyclohexane-1,3-dioneHCID 359353—
Reactant3-(Tert-butyldiphenylsilyloxy)propanamidineHCID 58841407—
SolventEthanolHCID 702—
Product2-(2-(tert-butyldiphenylsilyloxy)ethyl)-7,8-dihydroquinazolin-5(6H)-oneHCID 58841347—

Reaction Steps

A solution of 3-(tert-butyl-diphenyl-silanyloxy)-propionamidine (25 g, 77 mmol) and 2-dimethylaminomethylene-cyclohexane-1,3-dione (12.8 g, 77 mmol) in 400 mL of dry EtOH was heated at 80° C. for 3 h. After cooling to RT, the solvent was evaporated. Flash chromatography (SiO2, EtOAc/hexane=1:1) gave the desired compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425631B2
Source datasetuspto-grants-2008_09
ORD IDord-1934d873284f448895a79663ca6cef26
Source noteuspto-grants-2008_09