Sulfuric Acid → HCID 53983763, compound
Reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([OH:15])=[O:14])[C:7](=[CH:11][CH:12]=1)[C:8]([OH:10])=[O:9])([O-:3])=[O:2].S(=O)(=O)(O)O.[CH2:21]([CH:23]([CH2:26][CH2:27][CH2:28][CH3:29])[CH2:24]O)[CH3:22]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:13]([O:15][CH2:13][CH:6]([CH2:7][CH3:8])[CH2:5][CH2:4][CH2:12][CH3:11])=[O:14])[C:7](=[CH:11][CH:12]=1)[C:8]([O:10][CH2:24][CH:23]([CH2:21][CH3:22])[CH2:26][CH2:27][CH2:28][CH3:29])=[O:9])([O-:3])=[O:2]Participants
4
Conditions
- Temperature
- 120 °C
Procedure
4-Nitrophthalic acid (2.0 g, 9.5 mmol) was dissolved in 30 ml of 2-ethylhexanol, and then 0.3 ml of sulfuric acid was added. The mixture was heated at 120° C. for 24 hours, and the solvent was evaporated under reduced pressure. Excess 2-ethyihexanol was removed from the oily residue by distillation. The oily residue was dissolved in diethyl ether and washed three times with water and once with 10%Na2CO3 solution. The ether solution was dried over anhydrous sodium sulfate. After evaporation of the solvent, the residue was purified by silica gel column chromatography (n-hexane: acetic acid =30:1) to give 2.3 g (65.5%) of bis(2-ethylhexyl) 4-nitrophthalate (compound 411.)
Workup
- customthe solvent was evaporated under reduced pressure
- customExcess 2-ethyihexanol was removed from the oily residue by distillation
- dissolutionThe oily residue was dissolved in diethyl ether
- washwashed three times with water
- dry with materialThe ether solution was dried over anhydrous sodium sulfate
- customAfter evaporation of the solvent
- customthe residue was purified by silica gel column chromatography (n-hexane: acetic acid =30:1)
Sources & evidence
- ORD record
- ord-a636552d355a47cd9aea63b0697a6d49
- Source dataset
- uspto-grants-2002_06
- Patent number
- US06399318B1
Reaction notes
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