Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | p-Fluoronitrobenzene | HCID 9590 | — |
| Reactant | 1,3-Benzenedicarboxylic acid, 5-hydroxy-, 1,3-dimethyl ester | HCID 83065 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 12080910 | HCID 12080910 | 68% |
Reaction Steps
Into a 2 liter four-necked flask equipped with a thermometer, a stirrer and a Dean Stark distillation apparatus, 133.24 g (0.63 moles) of dimethyl 5-hydroxyisophthalate, 107.33 g (0.76 moles) of 4-fluoronitrobenzene, 60 ml of N,N-dimethylformamide and 190 ml of toluene were placed. The resultant mixture was stirred at 165° C. for 4 hours while water formed as the byproduct was removed by azeotropic distillation. After cooling, the obtained reaction mixture was poured into 3 liters of ion-exchanged water and the product was precipitated. The formed precipitates were separated by filtration and washed with ion-exchanged water and ethanol. The obtained light yellow solid substance was dried under a reduced pressure at 50° C. for 1 day and 142.01 g of a product was obtained (the yield: 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06949674B2 |
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| Source dataset | uspto-grants-2005_09 |
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| ORD ID | ord-5e89c4abf1c24f8a9cbf96492c7bbfb3 |
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| Source note | uspto-grants-2005_09 |
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