HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Chloroethyl isocyanate → (4,5-Dihydro-oxazol-2-yl)-[2-(4-fluoro-phenyl)-1-phenyl-ethyl]-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Chloroethyl isocyanate | HCID 16035 | — |
| Reactant | 2-(4-Fluorophenyl)-1-phenylethan-1-amine | HCID 15008977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (4,5-Dihydro-oxazol-2-yl)-[2-(4-fluoro-phenyl)-1-phenyl-ethyl]-amine | HCID 68699396 | 65.6% |
Reaction Steps
A solution of 2-(4-fluoro-phenyl)-1-phenyl-ethylamine (1.50 g) in THF was treated dropwise with 2-chloroethyl isocyanate (0.89 g) at 0° C. After stirring overnight at room temperature the solvent was evaporated and the residue dissolved in dimethoxy ethane (25 ml). DBU (1,8-diazabicyclo[5.4.0]undec-7-en) was added (1.78 g) and the reaction mixture heated under reflux for 1 hour. Column chromatography on silica yielded 1.3 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07655600B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-167148461f49402e8f84650cda7d4398 |
| Source note | uspto-grants-2010_02 |