Water → HCID 21447330, compound

HRID 597270Notes

Reaction equation

HRID 597270 reaction equation
[CH:1]1([C:7]2[CH:8]=[C:9]([CH:16]=[CH:17][CH:18]=2)[O:10]C(C)C(O)=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH2:19]>C(O)C.[Hg]>[CH:1]1([C:7]2[CH:18]=[CH:17][C:16]([CH:8]([CH3:7])[C:9]([OH:10])=[O:19])=[C:9]([OH:10])[CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 2

HCID 962WaterHCID 21447331HCID 21447331, compound

Product 1

HCID 21447330HCID 21447330, compound

Reagents, catalysts & solvents 2

HCID 23931MercuryCatalystHCID 702EthanolSolvent

Procedure

2 g of 2-(3-cyclohexyl-phenoxy)propionic acid in 180 cc of 95% ethanol are irradiated with a 150 Watt mercury high pressure burner for 2 hours in an atmosphere of argon and while cooling with water. The solution is concentrated by evaporation and the residue is chromatographed on 150 g of silica gel. By-products are first eluted with ethyl acetate/hexane (1:1). Elution with ethyl acetate finally yields pure 2-(4-cyclohexyl-2-hydroxyphenyl)propionic acid.

Workup

  1. concentrationThe solution is concentrated by evaporation
  2. customthe residue is chromatographed on 150 g of silica gel
  3. washBy-products are first eluted with ethyl acetate/hexane (1:1)
  4. washElution with ethyl acetate finally yields pure 2-(4-cyclohexyl-2-hydroxyphenyl)propionic acid

Sources & evidence

ORD record
ord-8ae142cf13b4409b952262d8fc9366ac
Source dataset
uspto-grants-1977_03
Patent number
US04013690

Reaction notes

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