Resorcinol → Methyl 2-(3-hydroxyphenoxy)propanoate

HRID 1088466Notes

Reaction equation

HRID 1088466 reaction equation
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].Br[CH:10]([CH3:15])[C:11]([O:13][CH3:14])=[O:12].C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C>[OH:2][C:1]1[CH:3]=[C:4]([CH:6]=[CH:7][CH:8]=1)[O:5][CH:10]([CH3:15])[C:11]([O:13][CH3:14])=[O:12]

Participants

5

Reactant 3

HCID 5054ResorcinolHCID 11430Potassium CarbonateHCID 95576Methyl 2-bromopropionate

Product 1

HCID 10703027Methyl 2-(3-hydroxyphenoxy)propanoate

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of resorcinol (11.0 g), methyl 2-bromopropanoate (20 g), potassium carbonate (27.6 g) and methyl ethyl ketone (120 mL) was heated under reflux for 5 hours. The reaction mixture was filtered, evaporated and the residue was separated by chromatography. Elution with 1:3 ethyl acetate/hexane afforded the desired product.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 5 hours
  3. filtrationThe reaction mixture was filtered
  4. customevaporated
  5. customthe residue was separated by chromatography
  6. washElution with 1:3 ethyl acetate/hexane

Sources & evidence

ORD record
ord-bc9a170e0a024eb1816d1840d483039c
Source dataset
uspto-grants-1990_10
Patent number
US04962203

Reaction notes

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