Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510232Generated: November 3, 2026

Water → HCID 69076582, compound

https://huagongshe.com/reaction/1510232

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 28195587HCID 28195587—
SolventDimethylformamideHCID 6228—
ProductHCID 69076582HCID 6907658270.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-(4-bromophenyl)-D-phenylalaninamide (500 mg) in N,N-dimethylformamide (5 mL) were added 1,1′-oxybis(2-bromoethane) (545 mg) and diisopropylethylamine (607 mg) and the mixture was stirred at 50° C. for 6 hours. After being cooled to 5° C., the mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (1:1) to afford (2R)—N-(4-bromophenyl)-2-morpholin-4-yl-3-phenylpropanamide (430 mg) as a powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211919B2
Source datasetuspto-grants-2012_07
ORD IDord-f8cd037f34ba4175adb3f6451c16fd83
Source noteuspto-grants-2012_07