Lithium hydroxide, monohydrate → lithium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

HRID 1423303Notes

Reaction equation

HRID 1423303 reaction equation
C[O:2][C:3]([C@H:5]1[CH2:9][O:8][C:7]([CH3:11])([CH3:10])[O:6]1)=[O:4].O.[OH-].[Li+:14]>CO.O>[CH3:10][C:7]1([CH3:11])[O:6][C@@H:5]([C:3]([O-:4])=[O:2])[CH2:9][O:8]1.[Li+:14]

Participants

5

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 853166Methyl (4R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

Product 1

HCID 67153178lithium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylateYield 96.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

To a solution of (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid methyl ester (5.0 g, 31.25 mmol) in MeOH (32.0 mL) at room temperature was added a solution of lithium hydroxide monohydrate (1.31 g, 31.25 mmol) in water (10.0 mL). The resulting mixture was stirred for thirty min before it was concentrated. The resulting white solid was further dried under vacuum to give the title compound (4.59 g).

Workup

  1. concentrationwas concentrated
  2. customThe resulting white solid was further dried under vacuum

Sources & evidence

ORD record
ord-0e4014d1368f4ddda49d265fbac77c34
Source dataset
uspto-grants-2015_01
Patent number
US08927573B2

Reaction notes

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