Abstract
Synthetic methods based on accessible furan compounds of 5-benzyl(3-furyl)carbinol, a necessary component for the preparation of modified pyrethrins, were studied. The carbinol was obtained in 24% overall yield by a five-step synthesis starting from 4-bromofuran-2-carboxylic acid, for the preparation of which an improved method is proposed. Acylation of benzene with the chloride of the latter acid gave 4-bromo-2-benzoylfuran (in 77% yield), the reduction of which by the action of AlCl3 + LiAlH4 gave 4-bromo-2-benzylfuran (in 74% yield). The latter was treated with butyllithium and dimethylformamide to give 5-benzyl-3-formylfuran, which was converted to the carbinol in quantitative yield by the action of LiAlH4.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Disclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.