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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2412768Generated: November 3, 2026

Acetic Acid → Ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate

https://huagongshe.com/reaction/2412768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSulfuryl chlorideHCID 24648—
ReactantEthyl 2-(2-benzoyloxyethoxyimino)-3-oxobutyrateHCID 53765835—
SolventWaterHCID 962—
ProductEthyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrateHCID 5390664693.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of ethyl 2-(2-benzoyloxyethoxyimino)-3-oxobutyrate (syn isomer) (28 g.), sulfuryl chloride (13.5 g.) and acetic acid (30 ml.) was stirred at 40° C. for 10 minutes and at room temperature for 5.5 hours. After adding water (200 ml.) to the resultant solution, the mixture was extracted with methylene chloride. The extract was washed with water, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride in turn, dried over magnesium sulfate, and then concentrated in vacuo to give ethyl 2-(2-benzoyloxyethoxyimino)-4-chloro-3-oxobutyrate (syn isomer) (29 g.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04493833
Source datasetuspto-grants-1985_01
ORD IDord-7c5eafb067284aeab9507e6acc635caf
Source noteuspto-grants-1985_01