HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Cyclopropyl(2-methoxypyridin-4-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropyl(2-methoxypyridin-4-yl)methanol | HCID 117760122 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | Cyclopropyl(2-methoxypyridin-4-yl)methanone | HCID 117759955 | 84.3% |
Reaction Steps
To a solution of cyclopropyl(2-methoxypyridin-4-yl)methanol (5.30 g) and triethylamine (41.2 mL) in DMSO (120 mL) was added sulfur trioxide pyridine complex (18.8 g), and the mixture was stirred at room temperature for 30 min. Water was added to the reaction mixture at room temperature, 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 (4.42 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-9abdf085b7d0400d927613277dd0b3e1 |
| Source note | uspto-grants-2015_11 |