Water → 2-Oxoethyl butyrate
Reaction equation
[C:1]([O:6][CH2:7][CH:8](OCC)[O:9]CC)(=[O:5])[CH2:2][CH2:3][CH3:4].C(O)(C(F)(F)F)=O.O>C(Cl)Cl>[O:9]=[CH:8][CH2:7][O:6][C:1](=[O:5])[CH2:2][CH2:3][CH3:4]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
As a nonlimiting example using method C in FIG. 2, (5-oxo-1,3-oxathiolan-2-yl) methyl butanoate or the 5-acetyloxy derivative thereof may be obtained from process which includes reacting 2,2-diethoxyethyl butanoate in DCM and treating with TFA and water. This reaction yields 2-oxoethylbutanoate, which may be reacted with mercaptoacetic acid in CSA and DCM to produce the desired (5-oxo-1,3-oxathiolan-2-yl) methyl butanoate,, or with 1,4-dithiane-2,5-diol in THF to obtain the 5-acetyloxy derivative.
Sources & evidence
- ORD record
- ord-e2039d1d6b3e4b2596b76afa56ff0caf
- Source dataset
- uspto-grants-2003_06
- Patent number
- US06576776B1
Reaction notes
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