ChemicalBook--->CAS DataBase List--->4042-35-7

4042-35-7

4042-35-7 Structure

4042-35-7 Structure
IdentificationBack Directory
[Name]

(4S)-4-Methyl-2-oxazolidinone
[CAS]

4042-35-7
[Synonyms]

S-4-METHYL-OXAZOLIDIN-2-ONE
(4S)-4-Methyl-2-oxazolidinone
(4S)-4-methyl-1,3-oxazolidin-2-one
[Molecular Formula]

C4H7NO2
[MDL Number]

MFCD06656589
[MOL File]

4042-35-7.mol
[Molecular Weight]

101.1
Chemical PropertiesBack Directory
[Melting point ]

52-56 °C
[Boiling point ]

302.6±9.0 °C(Predicted)
[density ]

1.095±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

solid
[pka]

12.84±0.40(Predicted)
[Appearance]

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


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P264-P270-P301+P312-P330-P501
[HS Code ]

2934999090
Spectrum DetailBack Directory
[Spectrum Detail]

(4S)-4-Methyl-2-oxazolidinone(4042-35-7)1HNMR
Hazard InformationBack Directory
[Synthesis]

L-Alaninol

2749-11-3

Carbon dioxide

124-38-9

(4S)-4-Methyl-2-oxazolidinone

4042-35-7

GENERAL PROCEDURE: L-aminopropanol (78 μL, 1 mmol) was added to a solution of cesium carbonate (33 mg, 0.1 mmol) in dimethylsulfoxide-d6 (1 mL) in a polytetrafluoroethylene tube. The PTFE tubing containing the reaction mixture was loaded into a 30 mL high-pressure reactor. The autoclave was frozen with liquid nitrogen (-196 °C) before connecting to a vacuum line to remove air. After the mixture was vacuum evaporated at -196°C and warmed to room temperature, the autoclave was charged with carbon dioxide (3 atm). The autoclave was stirred at 150 °C for 24 hours. Upon completion of the reaction, the reaction mixture was analyzed by 1H NMR to determine the crude product yield, which was calculated based on the ratio between the product and the internal standard (N,N-dimethylformamide). Subsequently, dimethyl sulfoxide-d6 was removed by distillation under vacuum; then, the slurry product was purified by silica gel column chromatography (eluent: hexane/ethyl acetate, 3:1) to afford the target product, (S)-4-methyloxazolidin-2-one, as a colorless oil with an isolated yield of 36% (36.4 mg, 0.36 mmol).

[References]

[1] Tetrahedron Letters, 2013, vol. 54, # 35, p. 4717 - 4720
[2] RSC Advances, 2014, vol. 4, # 92, p. 50851 - 50857
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