HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Bis(diphenylphosphino)propane → Methyl 2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-propionate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Bis(diphenylphosphino)propane | HCID 81219 | — |
| Reactant | methyl (E)-2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-acrylate | HCID 69363659 | — |
| Catalyst | Rhodium, di-mu-chlorobis((1,2,5,6-eta)-1,5-cyclooctadiene)di- | HCID 6436379 | — |
| Product | Methyl 2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-propionate | HCID 69196550 | — |
Reaction Steps
20.6 g (73.0 mmol) methyl (E)-2-acetylamino-3-(4-amino-3-chloro-5-methyl-phenyl)-acrylate, 0.445 g (0.90 mmol) bis(1,5-cyclooctadiene)-di-rhodium(I)-dichloride, 0.744 g (1.8 mmol) 1,3-bis(diphenylphosphino)-propane were dissolved in 400 ml degassed methanol and 12 ml degassed triethylamine and then hydrogenated at ambient temperature under 3 bar hydrogen pressure. The reaction mixture was evaporated down under reduced pressure and taken up in ethyl acetate. The insoluble precipitate was removed by suction filtering and the filtrate was evaporated down under reduced pressure. The residue was purified by column chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07439237B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-1c5deb9ea85e4555925309a503e43c1b |
| Source note | uspto-grants-2008_10 |