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Water → Ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate

HRID 875347
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 875347
Cl.Cl.[F:3][C:4]([F:46])([F:45])[C:5]1[CH:10]=[CH:9][C:8]([CH2:11][CH2:12][C:13]2[CH:44]=[CH:43][C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH2:25][CH2:26][NH:27][CH:28]3[CH2:37][CH2:36][CH2:35][C:34]4[N:33]=[C:32]([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH:31]=[CH:30][C:29]3=4)=[CH:15][CH:14]=2)=[CH:7][CH:6]=1.C(N(CC)CC)C.C(OCC)(=O)C.O>C1COCC1>[F:46][C:4]([F:3])([F:45])[C:5]1[CH:6]=[CH:7][C:8]([CH2:11][CH2:12][C:13]2[CH:44]=[CH:43][C:16]([CH2:17][O:18][C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[CH2:25][CH2:26][NH:27][CH:28]3[CH2:37][CH2:36][CH2:35][C:34]4[N:33]=[C:32]([C:38]([O:40][CH2:41][CH3:42])=[O:39])[CH:31]=[CH:30][C:29]3=4)=[CH:15][CH:14]=2)=[CH:9][CH:10]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 86709836Ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate dihydrochloride

Produkt 1

HCID 86709837Ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1045 mg (1.55 mmol) of ethyl 5-[(2-{2-[(4-{2-[4-(trifluoromethyl)phenyl]ethyl}benzyl)oxy]-phenyl}ethyl)amino]-5,6,7,8-tetrahydroquinoline-2-carboxylate dihydrochloride (Enantiomer 2, Example 154A) were taken up in 15 ml of THF, 0.65 ml of triethylamine were added and the mixture was stirred at room temperature for one hour. Ethyl acetate and water were then added to the reaction solution, the phases were separated and the aqueous phase was extracted once more with ethyl acetate. The combined organic phases were again washed with water, dried over magnesium sulphate, filtered and then concentrated to dryness. This gave 800 mg (1.33 mmol, 86% of theory) of the target compound.

Aufarbeitung

  1. customthe phases were separated
  2. extractionthe aqueous phase was extracted once more with ethyl acetate
  3. washThe combined organic phases were again washed with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-854976192c154031b113d9bd4cf428bf
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08981104B2

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