Trifluoroacetic acid → Methyl 3-(2-amino-2-methylpropyl)benzoate

HRID 1866509Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1866509
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][C:11]([NH:14]C(OC(C)(C)C)=O)([CH3:13])[CH3:12])[CH:5]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][C:11]([NH2:14])([CH3:12])[CH3:13])[CH:5]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 597135613-(2-tert-Butoxycarbonylamino-2-methylpropyl)benzoic acid methyl ester

Produkt 1

HCID 57516949Methyl 3-(2-amino-2-methylpropyl)benzoateAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 3-(2-tert-butoxycarbonylamino-2-methylpropyl)benzoic acid methyl ester (Preparation 33) (1.6 g, 5.2 mmol) in dichloromethane (160 ml) at 0° C. was treated with trifluoroacetic acid (13.6 ml) and left to warm to room temperature over 2 hours. The solvent was removed in vacuo and the product purified by cation exchange chromatography (methanol followed by 2M ammonia in methanol) to yield the title compound as an amber oil (1.06 g).

Aufarbeitung

  1. waitleft
  2. customThe solvent was removed in vacuo
  3. customthe product purified by cation exchange chromatography (methanol followed by 2M ammonia in methanol)

Quellen und Nachweise

ORD-Eintrag
ord-801fac61f31f44e5aad08babb3436a8b
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07629358B2

Notizen zur Reaktion

Wird geladen…