Water → 3,3-Dimethoxypropanoic acid lithium salt

HRID 395319

Reaction equation

HRID 395319 reaction equation
C[O:2][C:3](=[O:10])[CH2:4][CH:5]([O:8][CH3:9])[O:6][CH3:7].O[Li:12].O.O>C1COCC1>[Li+:12].[CH3:7][O:6][CH:5]([O:8][CH3:9])[CH2:4][C:3]([O-:10])=[O:2]

Participants

5

Reactant 3

HCID 962WaterHCID 81924Methyl 3,3-dimethoxypropionateHCID 168937Lithium hydroxide, monohydrate

Product 1

HCID 876652803,3-Dimethoxypropanoic acid lithium saltYield 98.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

(Related to methods described in Alabaster, C. T. et. al., J. Med. Chem. 1988, 31, 2048-2056.) 3,3-Dimethoxypropanoic acid methyl ester (14.25 g, 96.2 mmol) in THF (100 mL) was treated with LiOH H2O (2.5 g, 106 mmol) and H2O (2 mL). The mixture was brought to reflux for 4 hours, cooled to room temperature and azeotropically dried from THF (4 times) to provide white solids (13.3 g).

Workup

  1. temperatureto reflux for 4 hours
  2. dry with materialazeotropically dried from THF (4 times)

Sources & evidence

ORD record
ord-e18510a797e744ae90bed1c13013668e
Source dataset
uspto-grants-2003_08
Patent number
US06605610B1

Linked notes

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