Ethanol → Acetic acid, 2-phenoxy-, ethyl ester

HRID 1287690Notes

Reaction equation

HRID 1287690 reaction equation
[O:1]([CH2:8][C:9]([OH:11])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH2:17](O)[CH3:18]>>[O:1]([CH2:8][C:9]([O:11][CH2:17][CH3:18])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 19188Phenoxyacetic Acid

Product 1

HCID 17365Acetic acid, 2-phenoxy-, ethyl ester

Procedure

A mixture of 30 g. of phenoxyacetic acid, 100 ml. of ethanol and 10 ml. of sulfuric acid is refluxed for 22 hours, cooled, poured into ice water and extracted with methylene chloride. The organic extract is washed with water to neutrality, dried over sodium sulfate and evaporated to dryness under vacuum, to yield ethyl phenoxyacetate, b.p. 123°/17 mm.Hg.

Workup

  1. additionA mixture of 30 g
  2. temperaturecooled
  3. extractionextracted with methylene chloride
  4. extractionThe organic extract
  5. washis washed with water to neutrality
  6. dry with materialdried over sodium sulfate
  7. customevaporated to dryness under vacuum

Sources & evidence

ORD record
ord-9e242d0cd72947dc9e4a93f0067e4112
Source dataset
uspto-grants-1976_10
Patent number
US03985791

Reaction notes

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