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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646020Generated: October 30, 2026

Methanol → Methyl 3-[2-(2,6-dichlorophenyl)ethyl]-5-(1-methylethyl)-4-isoxazolecarboxylate

https://huagongshe.com/reaction/646020

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantMethyl 4-methyl-3-oxopentanoateHCID 2759969—
ReactantSodium MethoxideHCID 10942334—
Reactant3-(2,6-dichlorophenyl)-N-hydroxypropanimidoyl chlorideHCID 72265018—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 3-[2-(2,6-dichlorophenyl)ethyl]-5-(1-methylethyl)-4-isoxazolecarboxylateHCID 5926485156.1%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07705028B2
Source datasetuspto-grants-2010_04
ORD IDord-77cac565a9534bc88dc15a3288dfd863
Source noteuspto-grants-2010_04