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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 56303Generated: October 26, 2026

Toluene → HCID 90023036, compound

https://huagongshe.com/reaction/56303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAmmonium ChlorideHCID 25517—
Reactant2-(3-Methoxyphenoxy)acetamideHCID 22115808—
ReactantN-(3-fluoro-4-morpholinophenyl)-3-oxobutanamideHCID 90023295—
CatalystTitanium isopropoxideHCID 11026—
SolventO-XyleneHCID 7237—
ProductHCID 90023036HCID 9002303640.2%

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of N-(3-fluoro-4-morpholinophenyl)-3-oxobutanamide (1.0 g, 3.57 mmol), 2-(3-methoxyphenoxy)acetamide (1.29 g, 7.12 mmol) and titanium tetraisopropanolate (8.11 g, 28.5 mmol) in xylene (30 mL) was stirred at 165° C. for 24 h. The mixture was cooled to rt and 80 mL of toluene and 100 mL of saturated NH4Cl aqueous solution were added. The resulting mixture was stirred at rt overnight and filtered and the filtrate was extracted with DCM (150 mL×3). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (V/V)=1:1) to give the title compound as a yellow solid (0.61 g, 40%). The compound was characterized by the following spectroscopic data:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434695B2
Source datasetuspto-grants-2016_09
ORD IDord-dff102b59afc41608a8915c1af4d3654
Source noteuspto-grants-2016_09