Acetic Acid → HCID 20510468, compound

HRID 1758024Notes

Reaction equation

HRID 1758024 reaction equation
[C:1]1([C:7]2[CH:13]=[C:12]([OH:14])[CH:11]=[CH:10][C:8]=2[OH:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.O.[C:16](O)(=[O:18])[CH3:17]>>[C:16]([C:11]1[CH:10]=[C:8]([OH:9])[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:13][C:12]=1[OH:14])(=[O:18])[CH3:17]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 962WaterHCID 14116Biphenyl-2,5-diol

Product 1

HCID 20510468HCID 20510468, compound

Conditions

Temperature
80 °C

Procedure

A suspension of 32.4 g of phenylhydroquinone in 30 ml of acetic acid was made. It was heated to 80° C. and boron trifluoride gas was bubbled through. After a reaction period of 4 h the reaction mixture was poured into water. The precipitation formed was suction-filtered and stirred in water whereto some sodium carbonate was added up to pH 8. The precipitate was suction-filtered again, washed with water, dried and recrystallized from toluene. Yield: 23 g of purified product. Melting point: 169° C.

Workup

  1. customboron trifluoride gas was bubbled through
  2. customAfter a reaction period of 4 h the reaction mixture
  3. customThe precipitation
  4. customformed
  5. filtrationwas suction-filtered
  6. additionwas added up to pH 8
  7. filtrationThe precipitate was suction-filtered again
  8. washwashed with water
  9. customdried
  10. customrecrystallized from toluene

Sources & evidence

ORD record
ord-fe5f98cbb8844e9da6734818b7a13cf5
Source dataset
uspto-grants-1983_02
Patent number
US04371604

Reaction notes

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