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

HRID 1500632Notes

Reaction equation

HRID 1500632 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-f650585eca2441ecb9ab575c02d1a92b
Source dataset
uspto-grants-2015_12
Patent number
US09206172B2

Reaction notes

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