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3,5-Bis(trifluoromethyl)benzylamine → HCID 23073257, Verbindung

HRID 1157739
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1157739
[CH:1]1([CH2:6][N:7]([C:10]2[CH:18]=[C:17]3[C:13]([CH2:14][CH2:15][CH2:16]3)=[CH:12][C:11]=2[CH:19]=O)[CH2:8][CH3:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:21][C:22]([F:36])([F:35])[C:23]1[CH:24]=[C:25]([CH:28]=[C:29]([C:31]([F:34])([F:33])[F:32])[CH:30]=1)[CH2:26][NH2:27].C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>ClCCl>[CH:1]1([CH2:6][N:7]([CH2:8][CH3:9])[C:10]2[CH:18]=[C:17]3[C:13](=[CH:12][C:11]=2[CH2:19][NH:27][CH2:26][C:25]2[CH:28]=[C:29]([C:31]([F:32])([F:33])[F:34])[CH:30]=[C:23]([C:22]([F:21])([F:35])[F:36])[CH:24]=2)[CH2:14][CH2:15][CH2:16]3)[CH2:5][CH2:4][CH2:3][CH2:2]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 5210993,5-Bis(trifluoromethyl)benzylamineHCID 5049666Sodium triacetoxyborohydrideHCID 230732666-(N-cyclopentylmethyl-N-ethylamino)indane-5-carbaldehyde

Produkt 1

HCID 23073257HCID 23073257, VerbindungAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344Dichloromethane
Lösungsmittel

Versuchsvorschrift

To a solution (20 ml) of 6-(N-cyclopentylmethyl-N-ethylamino)indane-5-carbaldehyde (1.09 g) and 3,5-bis(trifluoromethyl)benzylamine (1.26 g) in dichloromethane was added sodium triacetoxyborohydride (1.70 g) with stirring at room temperature. The reaction solution was stirred overnight. The reaction solution was washed successively with saturated aqueous sodium hydrogen carbonate, water and saturated brine, and the organic layer was dried over sodium sulfate. Sodium sulfate was filtered off and the filtrate was concentrated. The obtained residue was purified by column chromatography (n-hexane:ethyl acetate=6:1) to give the title compound (1.65 g, 83%).

Aufarbeitung

  1. stirringThe reaction solution was stirred overnight
  2. washThe reaction solution was washed successively with saturated aqueous sodium hydrogen carbonate, water and saturated brine
  3. dry with materialthe organic layer was dried over sodium sulfate
  4. filtrationSodium sulfate was filtered off
  5. concentrationthe filtrate was concentrated
  6. customThe obtained residue was purified by column chromatography (n-hexane:ethyl acetate=6:1)

Quellen und Nachweise

ORD-Eintrag
ord-650b7f08e3b54d85b70f5ef008584858
Quelldatensatz
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07807701B2

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