Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 985929Generated: October 30, 2026

Water → Oct-2-en-4-ol

https://huagongshe.com/reaction/985929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCrotonaldehydeHCID 447466—
ReactantButyllithiumHCID 178418339—
SolventTolueneHCID 1140—
ProductOct-2-en-4-olHCID 8927479.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

31.5 g of crotonaldehyde are added dropwise, at -20° C. in the course of 75 minutes, to 32 g of butyllithium, dissolved in 145.8 g of toluene. After the reaction has proceeded for two hours, the temperature increasing slowly to 0° C., 250 ml of water are carefully added dropwise. The aqueous phase is separated off and washed once with 100 ml of toluene. The combined organic phases are washed neutral with water, dried over sodium sulphate and distilled. 46 g of oct-2-en-4-ol of boiling point 68°-72° C./13 mb are obtained. According to the gas chromatogram, the purity is 96%. The NMR spectrum confirms the expected structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04710392
Source datasetuspto-grants-1987_12
ORD IDord-bab572eaf3c6438cbe77c7540fb09270
Source noteuspto-grants-1987_12