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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1105990Generated: November 1, 2026

Methyl acetoacetate → 6-Methyl-5-hepten-2-one

https://huagongshe.com/reaction/1105990

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl acetoacetateHCID 7757—
Reactant2-Methyl-3-buten-2-olHCID 8257—
Reactant3,7,11-Trimethyldodec-1-en-3-olHCID 528824—
Product6-Methyl-5-hepten-2-oneHCID 9862—
Product6,10,14-Trimethyl-5-pentadecen-2-oneHCID 53435910—

Reaction Conditions

Temperature165 °C

Reaction Steps

A mixture of 637 g of 3,7,11-trimethyl-dodec-1-en-3-ol (86% pure), 8.6 g of Al isopropylate and 60 g of 3-methyl-but-1-en-3-ol was heated to 165° C. in the apparatus described in Example 12, and 471 g of methyl acetoacetate and 159 g of 3-methyl-but-1-en-3-ol were added dropwise in the course of 5 hours, whilst keeping the temperature at the 2nd theoretical plate of the column at about 90°-100° C. by appropriate adjustment of the reflux ratio. After a further 2 hours' reaction at 165° C., the mixture was worked up by distillation. 598 g of 6,10,14-trimethyl-pentadec-5-en-2-one and 161 g of 2-methyl-hept-2-en-6-one were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04310705
Source datasetuspto-grants-1982_01
ORD IDord-7d81119d8c724f3c8c38f5f9a8197db3
Source noteuspto-grants-1982_01