Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propylene Glycol | HCID 1030 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 3-Chloro-2-(4-chloro-3-dimethoxymethylphenyl)-5-trifluoromethylpyridine | HCID 19068745 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19068754 | HCID 19068754 | — |
Reaction Steps
2.0 g of 1,2-propanediol and 100 mg of p-toluenesulfonic acid were added to 3.2 g of 3-chloro-2-(4-chloro-3-dimethoxymethylphenyl)-5-trifluoromethylpyridine in 100 ml of anhydrous toluene. The mixture was then refluxed for two hours and stirred at 23° C. for 16 hours. Extraction was carried out first with 50 ml of a 10% by weight sodium bicarbonate solution and then three times with 80 ml of water each time, after which the organic solution was dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel with cyclohexane/ethyl acetate (10:1). Yield: 3.1 g (94%) of a colorless oil (1:1 mixture of diastereomers);
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05783522 |
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| Source dataset | uspto-grants-1998_07 |
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| ORD ID | ord-3e3ee7e2ddfc402e9f9ee2f15c6fb905 |
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| Source note | uspto-grants-1998_07 |
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