Hydrochloric Acid → HCID 20360621, compound

HRID 2082785Notes

Reaction equation

HRID 2082785 reaction equation
C([O:3][C:4](=[O:18])[CH:5]([O:9][C:10]1[CH:15]=[C:14]([Cl:16])[CH:13]=[C:12]([Cl:17])[CH:11]=1)[O:6][CH2:7][CH3:8])C.[OH-].[K+].O.Cl>C(O)C>[Cl:16][C:14]1[CH:15]=[C:10]([CH:11]=[C:12]([Cl:17])[CH:13]=1)[O:9][CH:5]([O:6][CH2:7][CH3:8])[C:4]([OH:18])=[O:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 20360623HCID 20360623, compound

Product 1

HCID 20360621HCID 20360621, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
45 °C

Procedure

A solution of 50.0 g (0.17 mole) of the ethyl-2-(3,5-dichlorophenoxy)-2-ethoxyacetate in 50 ml ethanol was added slowly to a solution of 13.2 g (0.20 mole) 85% KOH in 150 ml 2B ethanol. The mixture was heated at 45° C for one-half hour, then cooled to room temperature and poured into 300 ml H2O. The pH of the resulting mixture was adjusted to 2 with dilute HCl. An oil separated which was removed by two 150 ml extractions with chloroform. The chloroform extracts were combined, washed with three 150 ml portions of water, and dried over magnesium sulfate. Removal of the solvent in vacuum left 41.7 g of a solid which was recrystallized from hexane to give 28.0 g 2-(3,5-dichlorophenoxy)-2-ethoxyacetic acid, m.p. 83.5°-86.5° C, characterized by infrared spectroscopy.

Workup

  1. temperaturecooled to room temperature
  2. customAn oil separated which
  3. customwas removed by two 150 ml extractions with chloroform
  4. washwashed with three 150 ml portions of water
  5. dry with materialdried over magnesium sulfate
  6. customRemoval of the solvent in vacuum
  7. waitleft 41.7 g of a solid which
  8. customwas recrystallized from hexane

Sources & evidence

ORD record
ord-13c84e98feb14038a8f2abebbd434fb8
Source dataset
uspto-grants-1978_04
Patent number
US04082800

Reaction notes

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