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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099445Generated: October 31, 2026

Hydrochloric Acid → HCID 59631412, compound

https://huagongshe.com/reaction/2099445

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 extracts 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 numberUS07569566B2
Source datasetuspto-grants-2009_08
ORD IDord-0eb54982a69744c28ae3509a7e155d51
Source noteuspto-grants-2009_08