Ethylene Glycol → HCID 20333460, compound

HRID 918133Notes

Reaction equation

HRID 918133 reaction equation
F[C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(O)C[OH:21].[OH-].[K+]>O>[OH:21][C:2]1[CH:7]=[C:6]([CH:8]([CH3:12])[C:9]([OH:11])=[O:10])[CH:5]=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 174Ethylene GlycolHCID 3394FlurbiprofenHCID 14797Potassium Hydroxide

Product 1

HCID 20333460HCID 20333460, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2-(2-fluoro-4-biphenylyl)propionic acid (1 g.) ethylene glycol (10 ml.) and potassium hydroxide (0.8 g.) were refluxed under nitrogen for 24 hours. The mixture was diluted with water, washed with ether, acidified with hydrochloric acid and extracted with ether. The ether extract was washed with water, dried and evaporated to dryness. The product was subjected to thin layer chromatography to give 2-(2-hydroxy-4-biphenylyl)propionic acid, which was recrystallized from light petroleum (b.p. 80° - 100°C.) to give the purified acid having a m.p. of 112° - 119°C.

Workup

  1. washwashed with ether
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. washwas washed with water
  5. customdried
  6. customevaporated to dryness

Sources & evidence

ORD record
ord-1c15dffb6c1542368ad8a556fe6527a8
Source dataset
uspto-grants-1976_07
Patent number
US03969402

Reaction notes

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