Ethylene Glycol → 2-Hydroxyethyl butyrate
Reaction equation
[OH:1][CH2:2][CH2:3][OH:4].[CH3:5][CH2:6][CH2:7][C:8](Cl)=[O:9]>C(N(CC)CC)C>[C:8]([O:1][CH2:2][CH2:3][OH:4])(=[O:9])[CH2:7][CH2:6][CH3:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
As a nonlimiting example using method B in FIG. 2 to obtain the (5-oxo-1,3-oxathiolan-2-yl) methyl butanoate or its 5-acetyloxy derivative is to react 1,2-dihydroxy ethane with n-butyryl chloride in triethylamine. This reaction produces 2-hydroxyethyl butanoate, which is further reacted P2O5 in dry DCM, followed by DMSO and triethylamine to produce 2-oxyethyl butanoate. The 2-oxyethyl butanoate can be converted to the 5-acetyloxy derivative of (5-oxo-1,3-oxathiblan-2-yl) methyl butanoate by the process described above, or it can be converted into (5-oxo-1,3-oxathiolan-2-yl) methyl butanoate by reacting with mercaptoacetic acid and CSA in dry DCM.
Sources & evidence
- ORD record
- ord-5ac9fba9c0ab4eeabece2c84a12e47c8
- Source dataset
- uspto-grants-2003_06
- Patent number
- US06576776B1
Reaction notes
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