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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46464Generated: October 25, 2026

Methyl acetoacetate → Isoprene

https://huagongshe.com/reaction/46464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2-Methyl-3-buten-2-olHCID 8257—
Reactant6-Methyl-5-hepten-2-oneHCID 9862—
ReactantAluminum isopropoxideHCID 11143—
ProductIsopreneHCID 6557—
Product2-Methyl-3-buten-2-olHCID 8257—
Product6-Methyl-5-hepten-2-oneHCID 9862—

Reaction Conditions

Temperature150 °C

Reaction Steps

7.5 g of aluminum triisopropylate and 50 g of a reaction product which contains 42 g of 2-methyl-2-hepten-6-one and 5 g of 2-methyl-3-buten-2-ol are heated at 150° C. in the reaction apparatus described in Example 1, and a mixture of 464 g of methyl acetoacetate and 430 g of 2-methyl-3-buten-2-ol is introduced in the course of 18 hours. On working up the mixture by distillation when the reaction has ceased, 490 g of 2-methyl-2-hepten-6-one, 95 g of unconverted 2-methyl-3-buten-2-ol, 13 g of acetone and 4 g of isoprene are obtained. The yield (448 g) is 89% of theory, based on methyl acetoacetate employed, and 90.1%, based on methylbutenol converted.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04173588
Source datasetuspto-grants-1979_11
ORD IDord-63235544baeb4a01bcd04c12e75ec3ce
Source noteuspto-grants-1979_11