1,5-Pentanediol → HCID 54485748, compound

1,5-Pentanediol (4.17 g, 0.04 mole) was dissolved in 350 ml of glyme in a 1 liter round bottom flask and the solution brought to -20° C. 1,1-ethanedisulfonyl chloride, synthesized in the same manner as the methanedisulfonyl chloride, (Example I) was dissolved in 25 ml of glyme and this solution added dropwise to the solution in the flask. Triethylamine (8.08 g, 0.08 mole) was dissolved in 125 ml of glyme and this solution was added to the pentanediol/ ethanedisulfonyl chloride solution over a 1 hour period. After the additions were completed, the mixture was brought to 25° C. over a 45 minute period in a water bath. The mixture was roto-evaporated under reduced pressure, at a temperature below 35° C. The residue was washed three times with 20 ml of 5% sodium bicarbonate the resulting emulsion being separated by centrifugation. Water was decanted from the final oil wash, and methylene chloride was added. This solvent apparently dissolved all or most of the impurities, leaving the product suspended in the solution. The product was obtained by vacuum filtering the solution through Whatman #5 qualitative filter papers.

1. custombrought to -20° C
2. additionthis solution added dropwise to the solution in the flask
3. customThe mixture was roto-evaporated under reduced pressure, at a temperature below 35° C
4. washThe residue was washed three times with 20 ml of 5% sodium bicarbonate the resulting emulsion
5. custombeing separated by centrifugation
6. customWater was decanted from the final oil
7. washwash
8. additionmethylene chloride was added
9. dissolutionThis solvent apparently dissolved all or most of the impurities
10. customleaving the product
11. customThe product was obtained by vacuum
12. filtrationfiltering the solution through Whatman #5
13. filtrationqualitative filter papers

ORD record

ord-008355b9185e401f92e625554c7ddcba

Source dataset

uspto-grants-1990_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04950768