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

HRID 964930Notes

Reaction equation

HRID 964930 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH3:17]O.S(=O)(=O)(O)O>O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:16]=[CH:15][C:11]([C:12]([O:14][CH3:17])=[O:13])=[CH:10][CH:9]=2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

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

Product 1

HCID 1490289Methyl 4'-hydroxy(1,1'-biphenyl)-4-carboxylateYield 97%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 4-(4-hydroxyphenyl)benzoic acid (5 g), methanol (120 mL), and concentrated sulfuric acid (0.5 mL) was heated at 70° C. for 15 hours. The solution was cooled to ambient temperature, water (120 mL) was added, and the precipitated white solid was filtered. The filtered solid was washed with water and methanol and dried to yield 5.2 g (97%) of the methyl 4-(4-hydroxyphenyl)benzoate.

Workup

  1. filtrationthe precipitated white solid was filtered
  2. washThe filtered solid was washed with water and methanol
  3. customdried

Sources & evidence

ORD record
ord-c0d0aa703c254aa7861939b72a208eca
Source dataset
uspto-grants-1998_06
Patent number
US05773421

Reaction notes

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