6,6-DIMETHYL-4-PHENYLMORPHOLIN-2-ONE synthesis
- Product Name:6,6-DIMETHYL-4-PHENYLMORPHOLIN-2-ONE
- CAS Number:1312608-03-9
- Molecular formula:C12H15NO2
- Molecular Weight:205.25
Yield:1312608-03-9 86%
Reaction Conditions:
with potassium carbonate in N,N-dimethyl-formamide at 110; for 7 h;
Steps:
5.25
To a mixture of 2-methyl-1-(phenylamino)propan-2-ol (0.100 g; 0.605 mmol) and potassium carbonate (0.101 g; 0.731 mmol) in DMF (2 mL) was added ethyl bromoacetate (0.162 mL; 1.461 mmol). The reaction mixture was heated at 110 °C for 7 h. After cooling to room temperature, the reaction mixture was concentrated. The residue was partitioned between ethyl acetate and a saturated sodium bicarbonate solution. The phases were separated. The organic phase was washed with water and brine, dried over sodium sulfate, filtered and concentrated. The residue was purified by flash chromatography on silica gel using a gradient of ethyl acetate (10 - 40%) in heptane to give 0.107 g (86%) of the title compound as a pink oil.1H NMR (CDCI3) δ 1.53 (6H, s); 3.32 (2H, s); 4.02 (2H, s); 6.82 (2H, d); 6.91 (1 H, t); 7.32 (2H, t).ESI/APCI(+): 206 (M+H).
References:
WO2011/72345,2011,A1 Location in patent:Page/Page column 76
62-53-3
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