HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → N-acetyl-(R)-phenyl-alanine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | 2-(Acetylamino)-3-phenyl-2-propenoic acid | HCID 95631 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | cyclo-octadiene-((S)-1,2-Bis-(diphenylphosphino)-3-phenyl-propane)-rhodium-tetrafluoroborate | HCID 86738616 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | N-acetyl-(R)-phenyl-alanine | HCID 821174 | 99% |
Reaction Steps
There were added saturated solution of α-acetamido cinnamic acid in a mixture of 2 parts by volume of ethanol and 1 part by volume of benzene 7.9 mg of the catalyst produced in Example 12. The reaction mixture was sucked into an evacuated 100 ml autoclave and pressurized with 17 bars of hydrogen pressure. After working up in the manner as described in Example 6, there were isolated 4.4 grams of N-acetyl-(R)-phenyl-alanine having a rotary value of [α]D20 =-46.5° (c=1/95% EtOH), corresponding to an optical yield of 99%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04356324 |
| Source dataset | uspto-grants-1982_10 |
| ORD ID | ord-008c63fd9da74710bae5d9f2cc8ef5fc |
| Source note | uspto-grants-1982_10 |