Lithium Hydroxide → HCID 68716094, compound

HRID 2380838Notes

Reaction equation

HRID 2380838 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

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

  1. customThe organic solvents were removed under reduced pressure
  2. extractionThe formed precipitate was extracted with ethyl ether (3×25 mL)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried over anhydrous sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-967ef47bc80349c895174983d2ab8c70
Source dataset
uspto-grants-2012_09
Patent number
US08258122B2

Reaction notes

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