Thionyl Chloride → 2-Azido-2-methoxyacetyl chloride
Reaction equation
[N:1]([CH:4]([O:8][CH3:9])[C:5](O)=[O:6])=[N+:2]=[N-:3].S(Cl)([Cl:12])=O>>[N:1]([CH:4]([O:8][CH3:9])[C:5]([Cl:12])=[O:6])=[N+:2]=[N-:3]Participants
3
Conditions
- Temperature
- 80 °C
Procedure
A solution of 2-azido-2-methoxyacetic acid (4.2 g.) in thionyl chloride (10 ml.) is heated in an oil bath maintained at 80°C. for 20 minutes. After cooling to room temperature, the mixture is evaporated in vacuo to remove excess thionyl chloride and the residue is distilled to yield 2-azido-2-methoxyacetyl chloride (2.26 g.) as a water-white liquid (b.p. 64°-66°C./27 mm.).
Workup
- temperatureAfter cooling to room temperature
- customthe mixture is evaporated in vacuo
- customto remove excess thionyl chloride
- distillationthe residue is distilled
Sources & evidence
- ORD record
- ord-10fdb16b88914a318645158beba07bf6
- Source dataset
- uspto-grants-1976_06
- Patent number
- US03962224
Reaction notes
Loading…