Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 86639431 | HCID 86639431 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86639430 | HCID 86639430 | 38% |
Reaction Steps
To a solution of methyl 4-(6-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylpyridin-3-yloxy)-5-iodopicolinate (500 mg, 0.823 mmol) in tetrahydrofuran (8.2 mL), lithium aluminum hydride (63 mg, 1.65 mmol) was added under ice-cold conditions, and the resultant mixture was stirred at room temperature for 1 hour. After completion of the reaction, the resultant mixture was added with water under ice-cold conditions, and stirred at room temperature for 30 minutes. Then, the reaction solution was filtered using celite and extracted with chloroform. The organic layer was washed with brine, dried over sodium sulfate, and concentrated in vacuo. The obtained residue was purified using column chromatography (hexane/acetone), and (4-(6-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylpyridin-3-yloxy) pyridin-2-yl)methanol (141 mg, yield 38%) was obtained as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08153634B2 |
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| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-b915be27c89b40af8d89b3bff3ffd2b7 |
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| Source note | uspto-grants-2012_04 |
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