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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413936Generated: October 31, 2026

Ethyl Acetate → HCID 86583977, compound

https://huagongshe.com/reaction/413936

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantAmmonium ChlorideHCID 25517—
ReactantDiisobutylaluminumhydrideHCID 21225700—
ReactantHCID 86583978HCID 86583978—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86583977HCID 86583977—

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of (E)-3-methyl-5-(3,5-dichloro-phenyl)-pent-2-en-4-ynoic acid ethyl ester (130 mg, 0.46 mmol) in THF (0.5 mL) was added dropwise diisobutylaluminium hydride (1.0 M solution in toluene, 2.1 mL, 2.1 mmol) at −20° C. The reaction mixture was stirred for 2 hours at −20° C., where after saturated ammonium chloride was added. The mixture was treated with ethyl acetate and decalite and filtered. The filtrate was evaporated to give crude (E)-3-methyl-5-(3,5-dichloro-phenyl)-pent-2-en-4-yn-1-ol in 113 mg yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06569901B2
Source datasetuspto-grants-2003_05
ORD IDord-68cad67cc8b44b21bbfab47b6c6ad3cb
Source noteuspto-grants-2003_05