Water → 2-[4-(4-Chlorophenyl)-1H-imidazol-2-yl]-4-(phenylmethyl)morpholine

Participants

Role	Name	HCID	Charge
Reactant	Water	HCID 962	—
Reactant	Ammonium trifluoroacetate	HCID 2724268	—
Reactant	N-[2-(4-Chlorophenyl)-2-oxoethyl]-4-(phenylmethyl)-2-morpholinecarboxamide	HCID 58504731	—
Solvent	Dichloromethane	HCID 6344	—
Product	2-[4-(4-Chlorophenyl)-1H-imidazol-2-yl]-4-(phenylmethyl)morpholine	HCID 178477955	89.4%

Reaction Conditions

Temperature	150 °C

Reaction Steps

A mixture of N-[2-(4-chlorophenyl)-2-oxoethyl]-4-(phenylmethyl)-2-morpholinecarboxamide (3.3 g, 8.85 mmol) and ammonium trifluoroacetate (5.27 g, 44.3 mmol) was heated at 150° C. for 20 minutes. After cooling, to the resulting mixture was added water (50 mL) and CH2Cl2 (50 mL). The organic layer was separated and washed with brine, dried (MgSO4), and concentrated to afford the crude title compound (2.8 g). LC-MS (ES) m/z=354 [M+H]+.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08697685B2
Source dataset	uspto-grants-2014_04
ORD ID	ord-14059799eabe4bb2aa328720fd0d7674
Source note	uspto-grants-2014_04