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

HRID 494422Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 494422
[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 20) (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-ed8c687b7deb400d9be455c7c47a6594
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538141B2

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