Carbamic acid, ethyl ester → 5-(Methoxymethyl)oxazolidin-2-one
Reaction equation
[NH2:1]C(OCC)=O.[F-].[K+].[CH3:9][O:10][CH2:11][CH:12]1[CH2:16][O:15][C:14](=O)[O:13]1>CS(C)=O>[CH3:9][O:10][CH2:11][CH:12]1[O:13][C:14](=[O:15])[NH:1][CH2:16]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 140 °C
Procedure
Urethane (82.4 g, 0.925 mol) was dissolved in dimethyl sulfoxide (400 mL), and thereto were added potassium fluoride (48.8 g, 0.841 mol) and 4-methoxymethyl-1,3-dioxolan-2-one (111 g, 0.841 mol), in order. The mixture was stirred for 77 hours at 140° C. under an atmosphere of argon. After filtering off the insoluble materials, the filtrate was condensed in vacuo, and the residue was purified by distillation to give the subject 5-methoxymethyloxazolidin-2-one (76.0 g, yield 68.9%).
Workup
- filtrationAfter filtering off the insoluble materials
- customcondensed in vacuo
- distillationthe residue was purified by distillation
Sources & evidence
- ORD record
- ord-d575ddc9192b4336a44d6ace852813bc
- Source dataset
- uspto-grants-2001_08
- Patent number
- US06271388B1
Reaction notes
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