Thiomorpholine → HCID 86688897, compound
Reaction equation
Br[CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].CCN(C(C)C)C(C)C.[NH:23]1[CH2:28][CH2:27][S:26][CH2:25][CH2:24]1>C(#N)C>[C:8]1([CH:2]([N:23]2[CH2:28][CH2:27][S:26][CH2:25][CH2:24]2)[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) was dissolved in acetonitrile (4.0 ml). DIPEA (0.26 ml, 1.481 mmol) and thiomorpholine (0.15 ml, 1.41 mmol) were sequentially added and the solution was stirred at room temperature for 1.5 hours. Acetonitrile was evaporated and the residue was purified by flash chromatography (petroleum ether/EtOAc=95/5) to obtain ethyl 2-phenyl-2-thiomorpholinoacetate (362 mg, quantitative yield) as a colorless oil.