HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methyl-6-(3-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde → [Rac]-1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propan-1-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methyl-6-(3-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde | HCID 21935624 | — |
| Reactant | HCID 178461633 | HCID 178461633 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [Rac]-1-[2-methyl-6-(3-trifluoromethyl-phenyl)-pyridin-3-yl]-propan-1-ol | HCID 69039637 | — |
Reaction Steps
0.600 g (2.26 mmol) of the above prepared 2-methyl-6-(3-trifluoromethyl-phenyl)-pyridine-3-carbaldehyde was dissolved in 11 ml of abs. THF and treated at −15° C. with 1.08 ml of 2.5 M ethyl magnesium chloride solution (in THF). After 30 Min., the reaction mixture was carefully poured onto crashed ice/NH4Cl, extracted twice with AcOEt, washed with water and brine, dried over sodium sulfate, and evaporated to dryness. Flash chromatography (SiO2, hexane/AcOEt=8/2) produced finally 0.473 g of pure title compound as white crystals of mp. 97-99° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07495001B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-0483ee356cfb4f1f9bdf4baa65fa6b7f |
| Source note | uspto-grants-2009_02 |