Acetic Acid → HCID 21320544, compound

HRID 918131Notes

Reaction equation

HRID 918131 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])=[CH:10][C:9]=2[O:19]C)=[CH:4][CH:3]=1.C(O)(=O)C>Br>[F:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([CH:14]([CH3:18])[C:15]([OH:17])=[O:16])=[CH:10][C:9]=2[OH:19])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 176Acetic AcidHCID 21320567HCID 21320567, compound

Product 1

HCID 21320544HCID 21320544, compound

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 2-(4'-fluoro-2-methoxy-4-biphenylyl)propionic acid (10 g.) in a mixture of hydrobromic acid (270 ml. of 48%w/v aqueous acid) and glacial acetic acid (90 ml.) was refluxed for 3.5 hours. The resulting solution was poured onto crushed ice, causing the precipitation of a solid product. This product was collected by filtration, washed with water, dried and recrystallised from chloroform/light petroleum (b.p. 62° - 68°C.) to give 2-(4'-fluoro-2-hydroxy-4-biphenylyl)propionic acid, m.p. 138° - 142°C.

Workup

  1. temperaturewas refluxed for 3.5 hours
  2. additionThe resulting solution was poured
  3. customonto crushed ice
  4. customthe precipitation of a solid product
  5. filtrationThis product was collected by filtration
  6. washwashed with water
  7. customdried
  8. customrecrystallised from chloroform/light petroleum (b.p. 62° - 68°C.)

Sources & evidence

ORD record
ord-60cbbe4377b843e791f1e76851636f58
Source dataset
uspto-grants-1976_07
Patent number
US03969402

Reaction notes

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