HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → Methyl 3-[2-(2,6-dichlorophenyl)ethyl]-5-(1-methylethyl)-4-isoxazolecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Methyl 4-methyl-3-oxopentanoate | HCID 2759969 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Reactant | 3-(2,6-dichlorophenyl)-N-hydroxypropanimidoyl chloride | HCID 72265018 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 3-[2-(2,6-dichlorophenyl)ethyl]-5-(1-methylethyl)-4-isoxazolecarboxylate | HCID 59264851 | 56.1% |
Reaction Steps
A solution of methyl isobutyrylacetate (0.662 g, 5.8 mmol) in tetrahydrofuran (1.16 mL) was stirred at 0° C. as 0.5 N sodium methoxide in methanol solution (11.6 mL, 5.8 mmol) was added. A solution of 3-(2,6-dichlorophenyl)-N-hydroxypropanimidoyl chloride (1.04 g, 4.82 mmol) in tetrahydrofuran (3.8 mL) was added and the solution was allowed to warm to room temperature and was stirred overnight. The mixture was concentrated and the residue triturated with water and filtered to yield a white solid which was dried in a 45° C. oven with P2O5 under reduced pressure to yield the title compound (0.926 g, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07705028B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-77cac565a9534bc88dc15a3288dfd863 |
| Source note | uspto-grants-2010_04 |