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ChemicalBook--->CAS DataBase List--->119844-66-5

119844-66-5

119844-66-5 Structure

119844-66-5 Structure
IdentificationBack 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
Chemical PropertiesBack Directory
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H332-H335
[Precautionary statements ]

P261-P280-P305+P351+P338
Spectrum DetailBack Directory
[Spectrum Detail]

(5S)-5-methylmorpholin-3-one(119844-66-5)1HNMR
Hazard InformationBack Directory
[Synthesis]

Acetamide, 2-chloro-N-[(1S)-2-hydroxy-1-methylethyl]-

94193-79-0

(5S)-5-methylmorpholin-3-one

119844-66-5

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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