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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1889618Erstellt: 27. Oktober 2026

Trifluoroacetic acid → N-(3-(Aminomethyl)benzyl)-N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxybenzenesulfonamide

https://huagongshe.com/reaction/1889618

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrifluoroacetic acidHCID 6422—
Edukttert-butyl 3-((N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxyphenylsulfonamido)methyl)benzylcarbamateHCID 44594965—
LösungsmittelDichloromethaneHCID 6344—
ProduktN-(3-(Aminomethyl)benzyl)-N-(biphenyl-4-ylmethyl)-3,5-dichloro-2-hydroxybenzenesulfonamideHCID 5853138898,9%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08501992B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-28290f7a9a9b42c0b9b2896301474a6d
Quellennotizuspto-grants-2013_08