HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → HCID 57665527, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Phenyl [(4-tert-butylphenyl)methyl]carbamate | HCID 59389711 | — |
| Reactant | HCID 68453549 | HCID 68453549 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 57665527 | HCID 57665527 | 7% |
Reaction Steps
To a ice-cooled solution of (4-methanesulfonylamino-2-methoxy-5-vinyl-benzyl)-carbamic acid tert-butyl ester (220 mg, 0.73 mmol) in methylene chloride was treated with trifluoroacetic acid (100 mg, 0.88 mmol)) for 1 hr, and then concentrated under reduced pressure. The part of crude residue (100 mg, 0.27 mmol) was suspended in methylene chloride and treated with triethylamine followed by (4-tert-butyl-benzyl)-carbamic acid phenyl ester (92 mg, 0.32 mmol). The resulting mixture was heated with reflux for 3 days and concentrated under reduced pressure. The crude residue was column-chromatographed (hexane/ethylacetate=1/2) to yield a white solid (8.8 mg, 7.0%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07763657B2 |
| Source dataset | uspto-grants-2010_07 |
| ORD ID | ord-0024d189c3904a8dacea1041f893b313 |
| Source note | uspto-grants-2010_07 |