HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric acid magnesium salt (1:1) → 3-Butyl-5-methyl-isoxazole-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | (3-Butyl-5-methyl-isoxazol-4-yl)-methanol | HCID 66599297 | — |
| Reactant | HCID 178418287 | HCID 178418287 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-Butyl-5-methyl-isoxazole-4-carbaldehyde | HCID 86644369 | 85.7% |
Reaction Steps
To a stirred solution of PCC (4.96 g, 23 mmol) and anhydrous magnesium sulfate (7.40 g, 61 mmol) in DCM (60 mL) was added a solution of (3-butyl-5-methyl-isoxazol-4-yl)-methanol (2.6 g, 15 mmol) in DCM (60 mL) at room temperature and under argon. After 3 h the reaction mixture was diluted with ether (100 mL) and filtered through a bed of silica and the filtrate was concentrated. Purification by chromatography (silica heptane:ethyl acetate=100:0 to 1:1) afforded the title compound (2.15 g, 84%) as a colourless liquid. MS: m/e=170.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08173652B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-f59cdd7e63174a368f3245d46dca62ff |
| Source note | uspto-grants-2012_05 |