Identification | Back Directory | [Name]
(5S)-5-methylmorpholin-3-one | [CAS]
119844-66-5 | [Synonyms]
(S)-5-MethylMorpholin-3-one (S)-5-Methyl-3-morpholinone (5S)-5-Methyl-3-Morpholinone (5S)-5-methylmorpholin-3-one 3-Morpholinone, 5-methyl-, (5S)- (S)-5-Methyl-3-morpholinone,99%e.e. | [Molecular Formula]
C5H9NO2 | [MDL Number]
MFCD12547742 | [MOL File]
119844-66-5.mol | [Molecular Weight]
115.13 |
Hazard Information | Back Directory | [Synthesis]
Step 3: Synthesis of (S)-5-methylmorpholin-3-one (116): compound (3) (145 g) was dissolved in dichloromethane (2000 mL) in a 5.0 L round-bottomed flask at 0 °C. Subsequently, potassium tert-butanol (430 g, 4.0 eq.) dissolved in isopropanol (1600 mL) was added drop-wise at the same temperature and the reaction mixture was stirred for 1 hour at 0 °C. Upon completion of the reaction, the pH of the reaction mixture was adjusted to 7-8 with concentrated hydrochloric acid (180-200 mL) and the temperature was maintained at 0 °C. Next, isopropanol was removed by evaporation on a rotary evaporator and extracted with dichloromethane (1000 mL x 3). The organic layers were combined, dried with anhydrous sodium sulfate and finally concentrated to give the target product (88 g, 80% yield). The analytical data of the product were as follows:'HNMR (300 MHz, CDCl3), δ 6.75 (broad peak, 1H), 4.21-4.06 (multiple peaks, 2H), 3.91-3.86 (multiple peaks, 1H), 3.71 (multiple peaks, 1H), 3.35 (multiple peaks, 1H), 1.19 (double peaks, J=6.0 Hz, 3H); ESIMS: 116 (M+1). | [References]
[1] Patent: WO2014/16849, 2014, A2. Location in patent: Page/Page column 126; 127 [2] Journal of Agricultural and Food Chemistry, 2001, vol. 49, # 1, p. 138 - 141 [3] Synthesis (Germany), 2014, vol. 46, |
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