HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-chloroprop-1-yl]-1-tritylimidazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole | HCID 14097209 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-[3-(4-Tert-butylaminocarbonylphenyl)-3-chloroprop-1-yl]-1-tritylimidazole | HCID 14097210 | — |
Reaction Steps
A solution of 3.21 g of 4-[3-(4-tert-butylaminocarbonylphenyl)-3-hydroxyprop-1-yl]-1-tritylimidazole and 1.5 ml of thionyl chloride in 50 ml of methylene chloride is refluxed for 1 h, cooled and poured into 50 ml of ice-cold sodium bicarbonate solution. The organic phase is separated, dried over sodium sulfate and evaporated to yield 4-[3-(4-tert-butylaminocarbonylphenyl)-3-chloroprop-1-yl]-1-tritylimidazole as a white foam. NMR (CDCl3): δ=1.45 (s, 9H), 4.30 (t, J=6.0 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04728645 |
| Source dataset | uspto-grants-1988_03 |
| ORD ID | ord-4d66ad0e4810464082977d2c5ce9a2be |
| Source note | uspto-grants-1988_03 |