Dimethyl Sulfate → 5-Methoxy-2,3,6,7-tetrahydro-1,4-oxazepine
Reaction equation
[O:1]1[CH2:7][CH2:6][C:5](=[O:8])[NH:4][CH2:3][CH2:2]1.S(OC)(O[CH3:13])(=O)=O.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[CH3:13][O:8][C:5]1=[N:4][CH2:3][CH2:2][O:1][CH2:7][CH2:6]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 150 °C
Procedure
To a solution of 1,4-oxazepan-5-one (0.091 g, 0.793 mmol) in DCM (2 mL) in a screw-cap vial was added dimethyl sulfate (0.1 g, 0.793 mmol) to give a colorless solution. The reaction was heated to 150° C. for 5 minutes. Potassium carbonate (200 mg) was added and the vial was capped and shaken. The reaction was filtered through a glass frit and solvent was removed under reduced pressure to give a clear oil (100 mg) that was used without further purification. LCMS (+ESI) m/z: 130.2 [M+H]+.
Workup
- customto give a colorless solution
- customthe vial was capped
- filtrationThe reaction was filtered through a glass frit and solvent
- customwas removed under reduced pressure
Sources & evidence
- ORD record
- ord-d76880bf2f724c67a065819467d05dd1
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08835422B2
Reaction notes
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