Water → HCID 86747712, compound

Solid sodium hydroxide (0.14 g, 3.5 mmol) was added to a stirred solution of diethyl acetylthiomethylphosphonate (0.59 g, 2.5 mmol) in ethanol (10 mL). The resulting mixture was stirred at room temperature under nitrogen until all the sodium hydroxide dissolved, then added a solution of (E,E)-4,8,12-trimethyl-3,7,11-tridecatrienyl iodide (0.84 g, 2.4 mmol) in ethanol (2 mL). The resulting mixture was stirred at room temperature under nitrogen overnight. The reaction mixture was poured into cold water and extracted with ether. The ethereal extract was washed with water, dried, filtered and evaporated to give a residue, which was purified by flash chromatography on a silica gel column. Elution of the column with methylene:acetate (10:1, v:v) afforded the title compound (0.91 g, 2.26 mmol, 94%) as a colorless oil.

1. dissolutiondissolved
2. extractionextracted with ether
3. extractionThe ethereal extract
4. washwas washed with water
5. customdried
6. filtrationfiltered
7. customevaporated
8. customto give a residue, which
9. customwas purified by flash chromatography on a silica gel column
10. washElution of the column with methylene:acetate (10:1, v:v)

ORD record

ord-9d1da9caa0f048a2a76ee0ea68c08e93

Source dataset

uspto-grants-1994_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05362906