Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 2-Chloroaniline | HCID 7240 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Propanone, 1-iodo- | HCID 76396 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-[(2-Chlorophenyl)amino]acetone | HCID 22038505 | 70% |
Reaction Steps
A mixture of 2-chloroaniline (13.2 ml, 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 80:20) afforded 16.0 g (70%) of the title compound as a brown liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07875626B2 |
|---|
| Source dataset | uspto-grants-2011_01 |
|---|
| ORD ID | ord-03e0934f750c47a5a0a14fc09f956b80 |
|---|
| Source note | uspto-grants-2011_01 |
|---|
