Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Octanol | HCID 957 | — |
| Reactant | 2-Cyclopropyl-6-methylphenol | HCID 22939951 | — |
| Reactant | Sodium 2-cyclopropyl-6-methylphenoxide | HCID 68107637 | — |
| Reactant | HCID 178516198 | HCID 178516198 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 178424441 | HCID 178424441 | 69.2% |
Reaction Steps
To a mixture of 25.0 g (147 mmol) of sodium 2-cyclopropyl-6-methylphenoxide and 12.5 g of 1-octanol was added 2.5 g (purity: 98.5%; 14.7 mmol) of 4-hydroxy-3,6-dichloropyridazine at room temperature. Then, the resultant mixture was heated from room temperature to 140° C. to effect a reaction for 2 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and 80.0 g of pure water and 90.0 g of toluene were added to the cooled mixture, and stirred for 30 minutes, and an organic phase containing 2-cyclopropyl-6-methylphenol added in an excess amount was separated. Then, the resultant aqueous phase containing a sodium salt of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol was quantitatively determined by an HPLC internal standard analysis method, which showed that 2.81 g of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 69.2%) and 8.0 mg of 3-chloro-6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 0.2%) were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08552182B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-2aab9331c7a9428fbd7a295d2a0ed49d |
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| Source note | uspto-grants-2013_10 |
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