Acetic Acid → 2-Nitro-4,5,3',4'-tetramethoxybenzophenone

HRID 849283Notes

Reaction equation

HRID 849283 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:18]=[CH:19][C:20]=1[O:21][CH3:22])[C:6]([C:8]1[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[C:10]([O:16][CH3:17])[CH:9]=1)=[O:7].C(O)(=O)C.[N+:27]([O-])([OH:29])=[O:28]>O>[N+:27]([C:13]1[CH:12]=[C:11]([O:14][CH3:15])[C:10]([O:16][CH3:17])=[CH:9][C:8]=1[C:6]([C:5]1[CH:18]=[CH:19][C:20]([O:21][CH3:22])=[C:3]([O:2][CH3:1])[CH:4]=1)=[O:7])([O-:29])=[O:28]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 944Nitric AcidHCID 223042Bis(3,4-dimethoxyphenyl)methanone

Product 1

HCID 98196452-Nitro-4,5,3',4'-tetramethoxybenzophenone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 2.93 g (9.7 mmol) of 3,3',4,4'-tetramethoxybenzophenone (prepared according to Example 1), 9 g of glacial acetic acid and 1.88 g (19.4 mmol) of 65 percent strength nitric acid was stirred at room temperature for 7.5 h. 22 ml of water was then added dropwise, and the resulting precipitate was filtered off, washed 2×6 ml of water and dried to give 2.41 g of a beige solid. The yield of the product was 71.5 percent of theory. Further data concerning the product was:

Workup

  1. filtrationthe resulting precipitate was filtered off
  2. washwashed 2×6 ml of water
  3. customdried

Sources & evidence

ORD record
ord-efed5b0bc4274d888aacaa95dfa349ef
Source dataset
uspto-grants-2000_01
Patent number
US06011178

Reaction notes

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