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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1590367Generated: October 31, 2026

Methyl acetoacetate → HCID 18370748, compound

https://huagongshe.com/reaction/1590367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant1-Bromo-5-chloropentaneHCID 96070—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
ProductHCID 18370748HCID 18370748102.7%

Reaction Conditions

Temperature30 °C

Reaction Steps

A mixture of methyl acetoacetate [VI-2] (127.7 g, 1.1 mol) and methanol (200 g) is heated to 30° C. Thereto is added dropwise 28.1% solution of sodium methoxide in methanol (192 g, 1.0 mol), and the mixture is stirred for 1 hour. Thereto is added 1-bromo-5-chloropentane [V-1] (155.5 g, 0.838 mol), and the mixture is reacted at 70° C. for 2 hours. After completion of the reaction, the reaction mixture is concentrated under reduced pressure, and thereto is added toluene (500 g). The precipitated salt is removed by filtration. The toluene layer is washed with water and concentrated under reduced pressure to give methyl 7-chloro-2-(1-oxoethyl)heptanoate [II-2] (189.9 g, content; 88.7%, yield; 91.2%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05202467
Source datasetuspto-grants-1993_04
ORD IDord-087e905631434008854da553a924a42a
Source noteuspto-grants-1993_04