Diethyl Ether → HCID 178467905, compound

To a suspension of 2.86 g (7 mM) of the phosphonium salt, prepared as indicated above in a finely divided powder form, in 20 ml of anhydrous ether, 5 ml (7 mM) of a 1.6 N solution of butyllithium in hexane were added under argon atmosphere. To the thus obtained red solution, 0.855 ml (7 mM) of hexanal, previously distilled, were added dropwise and the mixture was kept at reflux temperature during 1 h, whereupon it was poured into water. After extracted with pentane, washing with water of the separated organic phases, drying and evaporation there was obtained a residue which by fractional distillation in a bulb distillation apparatus gave 0.8556 (81 %) of a 33:66 mixture of undeca-1,3trans,5cis-triene and undeca-1,3trans,5trans-triene. The analysis was conducted by vapour phase chromatography on a column of the type: Sp 1000, 4 mm × 2.5 m; 155°.

1. customprepared
2. distillationTo the thus obtained red solution, 0.855 ml (7 mM) of hexanal, previously distilled
3. additionwere added dropwise
4. temperatureat reflux temperature during 1 h
5. additionwhereupon it was poured into water
6. extractionAfter extracted with pentane
7. washwashing with water of the separated organic phases
8. customdrying
9. customevaporation there
10. customwas obtained a residue which
11. distillationby fractional distillation
12. distillationin a bulb distillation apparatus
13. customgave
14. custom155°

ORD record

ord-769b0094e49e4b6ba77a405767d5020d

Source dataset

uspto-grants-1976_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US03960977