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-48ad5355942b4ae89c976f228591e9bf

Source dataset

uspto-grants-1994_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05298655