2-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol → 2-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylaminoethanol hydrochloride

HRID 11900

Reaktionsgleichung

Reaktionsgleichung von HRID 11900
[NH2:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][C:5]([CH:12]([NH:15][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:13][OH:14])=[CH:4][C:3]=1[Cl:20]>C(OCC)C.C(O)C>[ClH:20].[NH2:1][C:2]1[C:7]([C:8]([F:10])([F:11])[F:9])=[CH:6][C:5]([CH:12]([NH:15][C:16]([CH3:18])([CH3:17])[CH3:19])[CH2:13][OH:14])=[CH:4][C:3]=1[Cl:20]

Komponenten

4

Edukt 1

HCID 99977892-(4-Amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol

Produkt 1

HCID 99977882-(4-Amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylaminoethanol hydrochlorideAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

1.0 g of 2-(4-amino-3-chloro-5-trifluoromethylphenyl)-2-tert-butylaminoethanol was dissolved in 20 ml of diethyl ether and filtered. Saturated solution of hydrogen chloride in isopropanol was added dropwise and acidified to pH=2. The precipitate was collected by filtration, washed with anhydrous ether, and dried to give crude 2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylaminoethanol hydrochloride. The crude product was dissolved in absolute ethanol at a ratio of 1:5 w/v. Filtered, anhydrous ether was added dropwise until small amount of crystals was precipitated. Lyophilized and filtered to give 2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylaminoethanol hydrochloride. Yield 80–90%; melting point 205–206° C. (dec). 1H-NMR (DMSO-d6) δ:1.24 (9H, s), 3.77(2H, d), 4.42–4.44(1H, m), 7.72(1H, s), 7.87(1H, s).

Aufarbeitung

  1. filtrationfiltered
  2. additionSaturated solution of hydrogen chloride in isopropanol was added dropwise
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with anhydrous ether
  5. customdried
  6. customto give crude 2-(4-amino-3-chloro-5-trifluoromethyl-phenyl)-2-tert-butylaminoethanol hydrochloride
  7. filtrationFiltered
  8. additionanhydrous ether was added dropwise until small amount of crystals
  9. customwas precipitated
  10. filtrationLyophilized and filtered

Quellen und Nachweise

ORD-Eintrag
ord-b0b6eaf0998a4f67af847dbabab1ce48
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098364B2

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