Potassium Hydroxide → HCID 19090067, compound

HRID 1463304Notes

Reaction equation

HRID 1463304 reaction equation
[Cl:1][CH2:2][C:3]1([O:13][CH2:12][CH2:11][O:10]1)[CH2:4][C:5]([O:7]CC)=[O:6].[OH-].[K+]>C(O)C>[Cl:1][CH2:2][C:3]1([O:10][CH2:11][CH2:12][O:13]1)[CH2:4][C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 21252863HCID 21252863, compound

Product 1

HCID 19090067HCID 19090067, compoundYield 88.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Ethyl 4-chloro-3,3-ethylenedioxybutanoate (15.63 gm) was dissolved in 150 ml of ethanol, and to the solution was dropwise added 75 ml of 2N potassium hydroxide. After stirring for 1 hour at room temperature, the resultant reaction mixture was concentrated under reduced pressure. Saturated brine was added to the concentrate, followed by cooling with ice water and addition of diluted hydrochloric acid to adjust pH to 3. The deposited crystals were collected by filtration and dried to obtain 11.97 gm of 4-chloro-3,3-ethylenedioxybutanoic acid.

Workup

  1. customthe resultant reaction mixture
  2. concentrationwas concentrated under reduced pressure
  3. additionSaturated brine was added to the concentrate
  4. temperatureby cooling with ice water and addition of diluted hydrochloric acid
  5. filtrationThe deposited crystals were collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-83b9bf683b57458ba229ebf6fb413bf3
Source dataset
uspto-grants-1994_04
Patent number
US05300517

Reaction notes

Loading…