Potassium Hydroxide → HCID 53688637, compound

HRID 1702962Notes

Reaction equation

HRID 1702962 reaction equation
[OH-].[K+].[CH3:3][C:4]([CH:11]([CH3:13])[CH3:12])=[CH:5][C:6]([O:8]CC)=[O:7]>S(=O)(=O)(O)O>[CH3:3][C:4]([CH:11]([CH3:13])[CH3:12])=[CH:5][C:6]([OH:8])=[O:7]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 281491Ethyl 3,4-dimethyl-2-pentenoate

Product 1

HCID 53688637HCID 53688637, compound

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of aqueous potassium hydroxide solution (0.5 N, 92 mL) and ethyl 3,4-dimethyl-2-pentenoate (XI, 5.5 g) was stirred at 80° C. for 17 hours until the oily supernatent layer disappeared. The reaction mixture was cooled, acidified with aqueous sulfuric acid, (0.5 N, ca. 100 mL), and extracted with ether. The ethereal layer was washed with water, dried over anhydrous magnesium sulfate, filtered, and evaporated under reduced pressure to afford 3,4-dimethyl-2-pentenoic acid as a yellow liquid (X, 4.1 g, 91%).

Workup

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ether
  3. washThe ethereal layer was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-c7bd73a29c464802a1af2a564e5a2444
Source dataset
uspto-grants-1982_09
Patent number
US04350638

Reaction notes

Loading…