HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyltrimethylsilane → trans-1-Benzoyl-4-phenyl-l-proline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyltrimethylsilane | HCID 69849 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Reactant | cis-1-benzoyl-4-((4-methylsulfonyl)oxy)-L-proline | HCID 11120569 | — |
| Solvent | 1,2-Dichlorobenzene | HCID 7239 | — |
| Product | trans-1-Benzoyl-4-phenyl-l-proline | HCID 46864073 | — |
Reaction Steps
A suspension of powdered (cis)-1-benzoyl-4-mesyloxy-L-proline (250 mg, 0.8 mmole) in 1,2-dichlorobenzene (3 ml) was stirred under argon and treated with phenyltrimethylsilane (1 ml, 5.8 mmole) followed by aluminum trichloride (383 mg, 2.87 mmole). The reaction was stirred overnight and an aliquot was removed, quenched into 1N HCl and extracted with ethyl acetate. Analysis of the organic layer by tlc showed the presence of:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04912231 |
| Source dataset | uspto-grants-1990_03 |
| ORD ID | ord-8c8b1083c13a4d1e80804b6e0001a43a |
| Source note | uspto-grants-1990_03 |