Lithium Hydroxide → HCID 68716094, compound
Reaction equation
[CH3:1][C:2]([O:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)([CH3:8])[C:3]([O:5]CC)=[O:4].[OH-].[Li+]>O1CCCC1.CO.O>[CH3:8][C:2]([O:9][CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][O:11]1)([CH3:1])[C:3]([OH:5])=[O:4]Participants
6
Reactant 2
Product 1
Reagents, catalysts & solvents 3
Procedure
To a solution of ethyl 2-methyl-2-(tetrahydro-2H-pyran-2-yloxy)propanoate (0.5 g, 2.31 mmol) in tetrahydrofuran (2 mL) and methanol (6 mL) was added a solution of lithium hydroxide (0.277 g, 11.56 mmol) in water (6 mL). The resulting mixture was stirred at room temperature overnight. The organic solvents were removed under reduced pressure and the resulting aqueous phase was acidified using hydrochloric acid 2N until pH=4. The formed precipitate was extracted with ethyl ether (3×25 mL). The combined organic layers were washed with brine, dried over anhydrous sodium sulphate and concentrated to yield the title compound (0.42 g, 96%) as a colourless oil.
Workup
- customThe organic solvents were removed under reduced pressure
- extractionThe formed precipitate was extracted with ethyl ether (3×25 mL)
- washThe combined organic layers were washed with brine
- dry with materialdried over anhydrous sodium sulphate
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-967ef47bc80349c895174983d2ab8c70
- Source dataset
- uspto-grants-2012_09
- Patent number
- US08258122B2
Reaction notes
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