Hydrochloric Acid → HCID 54571277, compound
Reaction equation
[C:1]([O:4][C@H:5]([CH3:16])[CH2:6][CH2:7][CH2:8][CH2:9][O:10]C(OCC)C)(=[O:3])[CH3:2].Cl>C(OCC)(=O)C(C)O>[C:1]([O:4][C@H:5]([CH3:16])[CH2:6][CH2:7][CH2:8][CH2:9][OH:10])(=[O:3])[CH3:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Alternatively, a solution of 5-(R)-acetoxy-1-ethoxyethoxyhexane (80 g, 0.34 mole) in ethyl lactate (150 ml) was stirred with 1M of aqueous hydrochloric acid solution (100 ml). After 4 hours, the layers were separated and the aqueous layer was saturated with sodium chloride and then extracted with ethyl lactate (4×75 ml). The combined organic layers were washed with saturated aqueous sodium bicarbonate solution (2×100 ml), dried over magnesium sulfate and the solvent evaporated under vacuum to give 5-(R)-acetoxy-1-hydroxyhexane (46 g, 83% yield).
Workup
- customthe layers were separated
- extractionextracted with ethyl lactate (4×75 ml)
- washThe combined organic layers were washed with saturated aqueous sodium bicarbonate solution (2×100 ml)
- dry with materialdried over magnesium sulfate
- customthe solvent evaporated under vacuum
Sources & evidence
- ORD record
- ord-17ce44dc957b4317b44caef63e3a3ef7
- Source dataset
- uspto-grants-1997_05
- Patent number
- US05629423
Reaction notes
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