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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 249593Generated: October 25, 2026

Acetic Acid → HCID 53697886, compound

https://huagongshe.com/reaction/249593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPropanalHCID 527—
ReactantMethyl 4-chloroacetoacetateHCID 36240—
CatalystPiperidineHCID 8082—
SolventDichloromethaneHCID 6344—
ProductHCID 53697886HCID 5369788692.3%

Reaction Conditions

Temperature-27 °C

Reaction Steps

To a solution of 4-chloroacetoacetic acid methyl ester (700 mg : 4.65 mMol.) and propionaldehyde (405 mg : 6.97 mMol.) and acetic acid (28 mg : 0.47 mMol.) in dichloromethane (3 ml) is added a solution of piperidine (24 mg : 0.28 mMol.) in dichloromethane (0.5 ml), and the mixture is stirred at -27° C. for 120 minutes. The reaction mixture is washed with dilute hydrochloric acid and water and concentrated under reduced pressure at lower than 15° C. to give 4-chloro-2-propylideneacetoacetic acid methyl ester (818 mg). Yield: 92%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05214037
Source datasetuspto-grants-1993_05
ORD IDord-5413e0af0a7f4eb0b52b772f16d2a1b8
Source noteuspto-grants-1993_05