HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dietylaminopropin → N-[2-(3-Diethylamino-prop-1-ynyl)-phenyl]-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dietylaminopropin | HCID 20010 | — |
| Reactant | N-Acetyl-O-p-toluenesulfonyl-2-aminophenol | HCID 572553 | — |
| Solvent | Ethylacetate heptane | HCID 21899848 | — |
| Product | N-[2-(3-Diethylamino-prop-1-ynyl)-phenyl]-acetamide | HCID 11436489 | — |
Reaction Steps
This product was prepared from toluene-4-sulfonic acid 2-acetylamino-phenyl ester and diethyl-prop-2-ynyl-amine following the general procedure for the Sonogashira cross-coupling process described above. Chromatography eluent: heptane/EtOAc 8:2; yield (73 mg, 60%); 1H NMR δ (CDCl3): 8.47 (d, J=8.52 Hz, 1H), 7.93 (br s, 1H), 7.36 (dm, 1H), 7.31-7.23 (m, 1H), 7.02 (t, J=7.24 Hz, 1H), 3.54 (s, 2H), 2.62 (q, J=7.13 Hz, 4H), 2.21 (s, 3H), 1.11 (t, J=7.11 Hz, 6H); LCMS m/z: 244.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08487109B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-458e3fdf74bd4706859f120a7bb7002b |
| Source note | uspto-grants-2013_07 |