HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trifluoroacetic acid → N-(3-(Aminomethyl)benzyl)-N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxybenzenesulfonamide
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trifluoroacetic acid | HCID 6422 | — |
| Edukt | tert-butyl 3-((N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxyphenylsulfonamido)methyl)benzylcarbamate | HCID 44594965 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | N-(3-(Aminomethyl)benzyl)-N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxybenzenesulfonamide | HCID 58531388 | 98,9% |
Reaktionsschritte
To a solution of tert-butyl 3-((N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxyphenylsulfonamido)methyl)benzylcarbamate (2.77 g, 4.41 mmol) in CH2Cl2 (15 mL) at rt was added TFA (6.8 mL, 88.0 mmol). The reaction mixture was stirred at rt for 4 h. It was concentrated and the residue was diluted with ethyl acetate and saturated aq NaHCO3 solution. The EtOAc layer was separated, washed with brine, dried over MgSO4 and concentrated in vacuo to give the product as a white solid (2.3 g, 96%). 1H NMR (DMSO-d6): δ 8.30 (bs, 1H), 7.61 (d, J=7.6 Hz, 2H), 7.59 (s, 1H), 7.51 (d, J=8.0 Hz, 2H), 7.45 (t, J=7.6 Hz, 2H), 7.32 (m, 2H), 7.29-7.18 (m, 5H), 7.10 (m, 1H), 4.43 (s, 4H), 3.93 (s, 2H), 3.32 (s, 2H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08501992B2 |
| Quelldatensatz | uspto-grants-2013_08 |
| ORD ID | ord-28290f7a9a9b42c0b9b2896301474a6d |
| Quellennotiz | uspto-grants-2013_08 |