Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2,4-Dichloroaniline | HCID 11123 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Propanone, 1-iodo- | HCID 76396 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(2,4-Dichloroanilino)propan-2-one | HCID 22038483 | 50% |
Reaction Steps
A mixture of 2,4-dichloroaniline (20.2 g, 0.125 mol), iodoacetone (26.6 g, 0.145 mol) and potassium carbonate (18.1 g, 0.13 mol) in DMF (200 ml) was heated under nitrogen at 100° C. overnight. After cooling to rt, water was added and the mixture extracted with ether (×3). The combined organic extracts were washed with water, dried (Na2SO4), filtered and concentrated. Flash chromatography (Heptane:EtOAc 90:10-80:20) afforded 13.6 g (50%) of the title compound as a brown solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07576095B2 |
|---|
| Source dataset | uspto-grants-2009_08 |
|---|
| ORD ID | ord-bcc6762a2d0e4da88f93035104b499e8 |
|---|
| Source note | uspto-grants-2009_08 |
|---|
