Potassium Hydroxide → HCID 13085720, compound

HRID 1725565Notes

Reaction equation

HRID 1725565 reaction equation
C([O:3][C:4](=[O:13])[CH:5]([C:7]1([CH3:12])[O:11][CH2:10][CH2:9][O:8]1)[CH3:6])C.[OH-].[K+]>O1CCOCC1.O.O>[CH3:12][C:7]1([CH:5]([CH3:6])[C:4]([OH:13])=[O:3])[O:11][CH2:10][CH2:9][O:8]1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 12688986HCID 12688986, compound

Product 1

HCID 13085720HCID 13085720, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 218864351,4-Dioxane--water (1/1)Solvent

Conditions

Temperature
35 °C

Procedure

2-(2-Methyl-[1,3]dioxolan-2-yl)-propionic acid ethyl ester of Example 1a (31 g, 0.1647 mol) was dissolved in the mixture of dioxane-water (1:1, 350 mL) containing potassium hydroxide (35.63 g, 0.63 mol). The reaction mixture was stirred overnight at 35° C. and concentrated under high vacuum to give a white solid which was dissolved in water (200 mL) and extracted with dichloromethane (100 mL×2). The aqueous portion was acidified to pH=2 with 2N aqueous hydrochloric acid and the product was extracted with chloroform. The organic layer was washed with brine (300 mL), dried with sodium sulfate and concentrated under vacuum. 2-(2-methyl-[1,3]dioxolan-2-yl)-propionic acid was isolated as clear oil (20.34 g, 77%) which did not require further purification.

Workup

  1. concentrationconcentrated under high vacuum
  2. customto give a white solid which
  3. extractionextracted with dichloromethane (100 mL×2)
  4. extractionthe product was extracted with chloroform
  5. washThe organic layer was washed with brine (300 mL)
  6. dry with materialdried with sodium sulfate
  7. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-abf369d718f5436c824ed0bd10387f10
Source dataset
uspto-grants-2009_02
Patent number
US07491728B2

Reaction notes

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