HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Bromo-N-(3-methylisoxazol-5-yl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | 5-Amino-3-methylisoxazole | HCID 84590 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Bromo-N-(3-methylisoxazol-5-yl)acetamide | HCID 13362964 | 74.1% |
Reaction Steps
3-Methyl-isoxazol-5-ylamine (2.9 g) and potassium carbonate (9.8 g) were suspended in dichloromethane (100 mL) at room temperature and 2-bromoacetyl bromide (6 g) was added dropwise. The mixture was allowed to stir overnight. Water (0.3 mL) was added together with a further quantity of potassium carbonate (3 g) and the reaction mixture stirred for a further 30 minutes. The reaction mixture was poured into water (100 mL) and extracted with dichloromethane (2×50 mL). The combined organic extracts were dried over magnesium sulfate and then evaporated in vacuo. The crude product was purifed by column chromatography on silica eluting with ethyl acetate/isohexane (50:50) to give sub-titled compound (4.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329729B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-9c7072868e4e4f11a62ef658891ad7c4 |
| Source note | uspto-grants-2012_12 |