Trifluoroacetic acid → 2-[2-(6-Chlorohexyloxy)ethoxy]ethylammonium trifluoroacetate

HRID 1485331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1485331
[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][NH:14]C(=O)OC(C)(C)C.[F:22][C:23]([F:28])([F:27])[C:24]([OH:26])=[O:25].ClCCl.CO>ClCCl>[F:22][C:23]([F:28])([F:27])[C:24]([O-:26])=[O:25].[Cl:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][O:11][CH2:12][CH2:13][NH3+:14]

Komponenten

5

Edukt 3

HCID 6422Trifluoroacetic acidHCID 21226129Dichloromethane methanolHCID 52953440tert-Butyl (2-(2-((6-chlorohexyl)oxy)ethoxy)ethyl)carbamate2×

Produkt 1

HCID 866717092-[2-(6-Chlorohexyloxy)ethoxy]ethylammonium trifluoroacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Under argon atmosphere, to a solution of tert-butyl N-[2-{2-(6-chlorohexyloxy)ethoxy}ethyl]carbamate (11) (synthesized by the method described in Non-Patent Document Y. Zhang, M.-k. So, A. M. Loening, H. Yao, S. S. Gambhir, J. Rao, Angew. Chem. Int. Ed., 2006, 118, 4936-4940) (142 mg, 438 μmol) in dichloromethane (3.5 mL) was added trifluoroacetic acid (0.5 mL) at 0° C. After stirring for 2 hours at the same temperature of 0° C., the starting compound 11 completely disappeared as judged from TLC study (Rf=0.41, dichloromethane/methanol=9/1). The reaction solution was then concentrated under reduced pressure using an evaporator to give crude 2-[2-(6-chlorohexyloxy)ethoxy]ethylammonium trifluoroacetate (12) as a colorless oil. The product was used in the next step without further purification.

Aufarbeitung

  1. concentrationThe reaction solution was then concentrated under reduced pressure
  2. customan evaporator

Quellen und Nachweise

ORD-Eintrag
ord-61357d6111794efaa8ab998044483f28
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422294B2

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