Acetic Acid → Acetic 2-methanesulfonyloxypropionic anhydride
Reaction equation
[CH3:1][S:2]([O:5][CH:6]([CH3:10])[C:7](Cl)=[O:8])(=[O:4])=[O:3].[C:11]([OH:14])(=[O:13])[CH3:12]>>[CH3:1][S:2]([O:5][CH:6]([CH3:10])[C:7]([O:14][C:11](=[O:13])[CH3:12])=[O:8])(=[O:4])=[O:3]Participants
Procedure
The acyl halides can be converted to the symmetrical or mixed acid anhydrides corresponding to the compounds of formula II when Y is acyloxy, by contacting the acyl halide with an appropriate acid. For example, 2-methanesulfonyloxypropionyl chloride is allowed to react with acetic acid to afford the mixed anhydride, acetic 2-methanesulfonyloxypropionic anhydride. Additionally, for example, 2-methanesulfonyloxypropionyl chloride is allowed to react with 2-methanesulfonylotypropionic acid to afford bis(2-methanesulfonyloxypropionic)anhydride, a symmetrical anhydride. Alternatively, the acid precursors of the acyl halides of formula II can be contacted with an appropriate acyl halide to afford the symmetrical or mixed acid anhydrides. For example, 2-methanesulfonyloxypropionic acid is allowed to react with acetyl chloride to afford the mixed anhydride, acetic 2-methanesulfonyloxypropionic anhydride.
Sources & evidence
- ORD record
- ord-514de3a402a84bbb84e97a647e7f155e
- Source dataset
- uspto-grants-1988_06
- Patent number
- US04749804
Reaction notes
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