Hydrochloric Acid → (2R, 3S)-3-methoxy-2-methylbutyric acid
Reaction equation
[CH3:1][O:2][C@@H:3]([CH3:11])[C@@H:4]([CH3:10])[C:5]([O:7]CC)=[O:6].Cl.O>O1CCOCC1>[CH3:1][O:2][C@@H:3]([CH3:11])[C@@H:4]([CH3:10])[C:5]([OH:7])=[O:6]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
This methyl ether (2.55 g) was dissolved in dioxane (50 ml) and conc. hydrochloric acid (36 %, 10 ml) and water (50 ml) were added to the solution. The solution was heated at 90° C. for 5 hours. The reaction mixture was poured into water (100 ml) and the mixture was extracted 4 times with ethyl acetate. The combined extract was dehydrated, concentrated and distilled under reduced pressure (b.p. 105° C./1 mmHg) to obtain (2R, 3S)-3-methoxy-2-methylbutyric acid (1.49 g).
Workup
- extractionthe mixture was extracted 4 times with ethyl acetate
- extractionThe combined extract
- concentrationconcentrated
- distillationdistilled under reduced pressure (b.p. 105° C./1 mmHg)
Sources & evidence
- ORD record
- ord-cd6903b1cba84f92b95a3f4335cddf09
- Source dataset
- uspto-grants-1993_08
- Patent number
- US05232853
Reaction notes
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