Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375600Generated: October 30, 2026

Hydrochloric Acid → HCID 59631412, compound

https://huagongshe.com/reaction/1375600

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantPotassium BromideHCID 253877—
ReactantHCID 85909722HCID 85909722—
SolventMethanolHCID 887—
ProductHCID 59631412HCID 59631412—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 3-(4-morpholinyl)-5-nitro-benzoic acid, 1,1-dimethylethyl ester (Example 87b; 0.77 g, 2.5 mmol), 1,8-diazabicyclo[5,4,0]undec-7-ene (0.56 mL, 3.75 mL), and potassium bromide (1.09 g, 12.5 mmol) in methanol (25 mL) is stirred at 90° C. for 250 min. The cooled mixture is then added to hydrochloric acid (50 mL of 0.1 M) and extracted with ethyl acetate (3×100 mL). The combined extacts are washed with saturated aqueous sodium hydro-carbonate (2×25 mL), water (2×25 mL) and brine (2×50 mL), dried (MgSO4) and the solvent is evaporated off under reduced pressure to give the crude product which is purified by recrystallisation from ethyl acetate-hexane to afford the title compound as yellow crystalline solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169791B2
Source datasetuspto-grants-2007_01
ORD IDord-07fe145a9de54f0ab92a4dd5589afb4f
Source noteuspto-grants-2007_01