HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → Cyclopropyl(2-methoxypyridin-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | 2-Methoxypyridine-4-carbaldehyde | HCID 2762996 | — |
| Reactant | HCID 178418630 | HCID 178418630 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Cyclopropyl(2-methoxypyridin-4-yl)methanol | HCID 117760122 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Under a nitrogen atmosphere, to a solution of 2-methoxyisonicotinaldehyde (4.33 g) in THF (100 mL) was added 0.60 M cyclopropylmagnesium bromide (63.1 mL) at 0° C., and the mixture was stirred at 0° C. for 10 min. Saturated aqueous ammonium chloride solution was added to the reaction mixture at 0° C., and the mixture was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over anhydrous magnesium sulfate. After silica gel filtration, the solvent was evaporated under reduced pressure to give a crude product of the title compound (5.30 g) as a brown oil. This compound was used for the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181186B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-0a63a39d38c44f4aa8ef88ad6baec502 |
| Source note | uspto-grants-2015_11 |