Nitric Acid → 4'-Nitrobiphenyl-4-yl benzoate

HRID 2082110Notes

Reaction equation

HRID 2082110 reaction equation
[C:1]([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[CH:12][CH:11]=1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:22]([O-])([OH:24])=[O:23]>C(O)(=O)C>[C:1]([O:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][CH:17]=2)=[CH:14][CH:15]=1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 2317434-Biphenylyl benzoate

Product 1

HCID 2596334'-Nitrobiphenyl-4-yl benzoateYield 60%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
85 °C

Procedure

A mixture of 274 g 4-benzoyloxybiphenyl (see Example 1) and 2000 ml glacial acetic acid is heated to 85° C. Then, 650 ml fuming nitric acid is dripped in such a manner that the temperature does not drop below 90° C. After cooling, the precipitate is filtered off, washed neutral with water and recrystallized from glacial acetic acid (melting point: 214° C.); yield: 60%.

Workup

  1. customdoes not drop below 90° C
  2. temperatureAfter cooling
  3. filtrationthe precipitate is filtered off
  4. washwashed neutral with water
  5. customrecrystallized from glacial acetic acid (melting point: 214° C.)

Sources & evidence

ORD record
ord-0a32417a9d404269accc6e762f239e7a
Source dataset
uspto-grants-1993_02
Patent number
US05187237

Reaction notes

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