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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444730Generated: October 31, 2026

Ethyl Acetate → 2-(5-Amino-5,6,7,8-tetrahydroquinazolin-2-yl)ethanol

https://huagongshe.com/reaction/1444730

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantEthylacetate methanolHCID 21584119—
Reactant2-(2-(Tert-butyldiphenylsilyloxy)ethyl)-5,6,7,8-tetrahydro-quinazolin-5-amineHCID 58841376—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Amino-5,6,7,8-tetrahydroquinazolin-2-yl)ethanolHCID 58841354—

Reaction Steps

A solution of 2-(2-(tert-butyldiphenylsilyloxy)ethyl)-5,6,7,8-tetrahydroquinazolin-5-amine (570 mg, 1.32 mmol) in 10 mL of THF at 0° C. was treated with a 1M TBAF solution in THF (1.56 mL, 1.56 mmol). After stirring at room temperature overnight, the reaction mixture was directly submitted to flash chomatograph (SiO2, EtOAc to EtOAc/MeOH=100:15 to EtOAc/2M NH3 in MeOH=1:1) to give crude product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662811B2
Source datasetuspto-grants-2010_02
ORD IDord-5d52533add82439997f582ee0c12428b
Source noteuspto-grants-2010_02