Hydroquinone → 4-hydroxyphenyl 4-methoxybenzoate

HRID 1534624Notes

Reaction equation

HRID 1534624 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([C:9]([OH:11])=[O:10])=[CH:7][CH:8]=1.[C:12]1([CH:19]=[CH:18][C:16](O)=[CH:15][CH:14]=1)[OH:13].B(O)(O)O.S(=O)(=O)(O)O>O>[OH:13][C:12]1[CH:19]=[CH:18][C:16]([O:10][C:9](=[O:11])[C:6]2[CH:5]=[CH:4][C:3]([O:2][CH3:1])=[CH:8][CH:7]=2)=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 785HydroquinoneHCID 1118Sulfuric AcidHCID 74784-Methoxybenzoic AcidHCID 7628Boric Acid

Product 1

HCID 40796344-hydroxyphenyl 4-methoxybenzoate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

912 g p-methoxybenzoic acid and 660 g hydroquinone are heated under reflux in the presence of 12 g boric acid and 9 ml sulfuric acid (98%) until the elimination of water is over. After cooling, the crystals precipitating are filtered under suction, washed and redried. Yield 1250 g colorless crystals. Melting point: 162°-165° C. Mp. J. Org. Chem. 37, 1425 (1972) 156° C.

Workup

  1. temperatureAfter cooling
  2. customthe crystals precipitating
  3. filtrationare filtered under suction
  4. washwashed
  5. customredried
  6. custom37, 1425 (1972) 156° C.

Sources & evidence

ORD record
ord-ac430afded9c48adb4ee1fa368f92dfd
Source dataset
uspto-grants-1992_02
Patent number
US05089590

Reaction notes

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