Methanol → Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylate

HRID 429234Notes

Reaction equation

HRID 429234 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[CH3:22]O>>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][CH3:22])=[O:15])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 3015564'-Hydroxy-4-biphenylcarboxylic acid

Product 1

HCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylateYield 95%

Procedure

4′-Hydroxy[1,1′-biphenyl]-4-carboxylic acid (5.0 g, 23.34 mmol, purchased from Aldrich Chemical Co.) and sulfuric acid (0.5 mL) in methanol (100 mL) were heated at reflux temperature for 24 hours. The mixture was allowed to cool to ambient temperature and then filtered. The filter cake was washed with cold methanol (2×25 mL) and dried under reduced pressure to provide the title compound (95% yield).

Workup

  1. temperatureat reflux temperature for 24 hours
  2. filtrationfiltered
  3. washThe filter cake was washed with cold methanol (2×25 mL)
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-f618bad6fcd34e3eaaf3acfb690df9a2
Source dataset
uspto-grants-2001_11
Patent number
US06316475B1

Reaction notes

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