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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1155267Generated: November 2, 2026

1,1-Dimethoxy-2-methyl-2-acetoxy-but-3-ene → 4,4-Dimethoxy-3-methyl-crotyl acetate

https://huagongshe.com/reaction/1155267

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1-Dimethoxy-2-methyl-2-acetoxy-but-3-eneHCID 11063163—
CatalystCuprous chlorideHCID 62652—
Product4,4-Dimethoxy-3-methyl-crotyl acetateHCID 301852280.2%

Reaction Steps

1,800 parts of 1,1-dimethoxy-2-methyl-2-acetoxy-but-3-ene and 1 part of copper (I) chloride were heated, with stirring, at 155°-160° C. in a reaction vessel equipped with a stirrer, an internal thermometer and a descending condenser, the degree of rearrangement being determined by examining small samples by gas chromatography. The low-boiling products formed distilled off continuously over the entire reaction time of 6 hours. Subsequent working up of the reaction mixture by distillation gave 1,444 parts of 4,4-dimethoxy-3-methyl-crotyl acetate. This corresponds to a yield of 80.2% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04301084
Source datasetuspto-grants-1981_11
ORD IDord-d8cd6bace2bf44978bdbd1a17053d8a3
Source noteuspto-grants-1981_11