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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1508631Generated: November 1, 2026

Ethyl Acetate → HCID 131734118, compound

https://huagongshe.com/reaction/1508631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantLithium BromideHCID 82050—
ReactantHCID 131734116HCID 131734116—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
SolventTetrahydrofuranHCID 8028—
ProductHCID 131734118HCID 13173411876.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

1.52 g of lithium bromide was added to a solution of 8.97 g of (2R,3S)-5-(methoxyimino)-2-(((2,4,5-trichlorophenyl)sulfonyl)oxy)pentane-1,3-diyl dibenzoate in 17.9 mL of tetrahydrofuran and 16.1 mL of 1,3-dimethyl-2-imidazolidinone, and the obtained mixture was then stirred at 50° C. for 3 hours. Thereafter, ethyl acetate and a 25% lithium bromide aqueous solution were added to the reaction mixture. The organic layer was fractionated, and it was washed with a 13% lithium bromide aqueous solution and was then dried over anhydrous sodium sulfate. After that, the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane/ethyl acetate=100/0 to 75/25), so as to obtain 4.84 g of (2R,3S)-2-bromo-5-(methoxyimino)pentane-1,3-diyl dibenzoate in the form of a colorless oily product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221865B2
Source datasetuspto-grants-2015_12
ORD IDord-e81e6dcf37e14c0987010e8c1966e176
Source noteuspto-grants-2015_12