Preparation of homoallylic alcohols

Abstract

The invention relates to a method for preparing high-allyl alcohol. The method comprises the steps of taking metallic indium as an accelerator, taking saturated dihalide and silane as activators and forming high-allyl alcohol through the reaction of aldehyde ketone compounds and allyl halide at a temperature between 10 and 50 DEG C. The method has the advantages of mild reaction conditions, simple post-treatment, high product yield, no need for operation with no water or oxygen, capability of realizing large-scale production and good industrial application prospects.

Description

technical field [0001] The invention relates to homoallyl alcohol in the field of organic synthetic chemistry, in particular to a preparation method of homoallyl alcohol. Background technique [0002] Homoallyl alcohol, as an important class of organic synthesis intermediates, has important uses in the synthesis of medicine, pesticides and natural products. An important method for the synthesis of homoallylic alcohols is the metal-promoted allylation of aldehydes and ketones with allyl halides. In 2002, Wang et al. reported that gallium promotes the allylation reaction of aldehyde ketone and allyl bromide in aqueous phase. Although the yield of this method is high, the reaction time is long, and the reaction must be carried out under heating ( Tetrahedron Letters, 200243, 5097). In 2004, Chan et al. reported the allylation reaction of aromatic aldehydes with allyl bromide and allyl chloride in aqueous phase under the promotion of metal iron. The yield of this method is goo...

AI Technical Summary

Problems solved by technology

In 2002, Wang et al. reported that gallium promotes the allylation reaction of aldehyde ketone and allyl bromide in aqueous phase. Although the yield of this method is high, the reaction time is long, and the reaction must be carried out under heating ( Tetrahedron Letters, 200243, 5097)

In 2004, Chan et al. reported the allylation reaction of aromatic aldehydes with allyl bromide and allyl chloride in aqueous phase under the promotion of metal iron. The yield of this method is good, but the reaction time is as long as 144 hours, and the reaction is in progress. Need to add sodium fluoride as an auxiliary reagent (Tetrahedron Letters, 2004, 45, 4189)

(1) Large amount of raw materials and solvents; (2) Need to add catalyst; (3) Long reaction time; (4) High cost of reagents; (5) Complex reaction system