Potassium Hydroxide → potassium (R)-2,2-dimethyl-1,3-dioxolane-4-carboxylate

HRID 1714673Notes

Reaction equation

HRID 1714673 reaction equation
[CH3:1][C:2]1([CH3:11])[O:6][C@@H:5]([C:7]([O:9]C)=[O:8])[CH2:4][O:3]1.[OH-].[K+:13]>CO.CCOCC>[K+:13].[CH3:1][C:2]1([CH3:11])[O:6][C@@H:5]([C:7]([O-:9])=[O:8])[CH2:4][O:3]1

Participants

5

Procedure

To a solution of methyl (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylate (0.16 mL, 1.0 mmol) in MeOH (2 mL), 2 N KOH (0.5 mL, 1 mmol) was added. The resulting solution was stirred at RT for 20 min and concentrated in vacuo. The residue obtained was suspended in ether (10 mL) and sonicated for 5 min. The ether was then removed and the resulting residue was dried in vacuo for 4 h to obtain (R)-(+)-2,2-dimethyl-1,3-dioxolane-4-carboxylic acid potassium salt (173 mg, 94%) which was directly used in the next step without purification.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue obtained
  3. customsonicated for 5 min
  4. customThe ether was then removed
  5. customthe resulting residue was dried in vacuo for 4 h

Sources & evidence

ORD record
ord-70515c15600a47759ef81254702506eb
Source dataset
uspto-grants-2010_09
Patent number
US07795279B2

Reaction notes

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