HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → 1-Chloro-3,6,9-trioxadecane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Triethylene glycol monomethyl ether | HCID 8178 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-Chloro-3,6,9-trioxadecane | HCID 547852 | 90% |
Reaction Steps
101.16 g (≈0.6 mole) of 3,6,9-trioxadecanol are reacted with 44.6 ml (≈0.6 mole) of thionyl chloride and 51.7 ml (≈0.64 mole) of pyridine in a tetrahydrofuran solution by refluxing for 12 hours to give 3,6,9-trioxadecyl chloride ##STR19## The mixture is cooled and then extracted several times with methyl ethyl ketone (MEK), and the MEK phase is then neutralized with NaHCO3 and dried over Na2SO4. After the MEK has been removed, the residue is distilled under 30 Pa and at 30°-37° C. Yield: 90%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04801734 |
| Source dataset | uspto-grants-1989_01 |
| ORD ID | ord-7e18f828607143b998469f243af91a8a |
| Source note | uspto-grants-1989_01 |