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Ammonium Chloride → HCID 58504118, Verbindung

HRID 2407702
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2407702
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[N:7]([CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]3[O:25][N:24]=[C:23]([C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:22]=3)[CH2:16][CH2:15]1)[C:6]([C:32]([O:34][CH3:35])=[O:33])=[C:5]2[C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1.C([Li])CCC.[Cl-].[NH4+]>O1CCCC1>[O:12]=[C:8]1[C:9]2[C:4](=[CH:3][CH:2]=[CH:11][CH:10]=2)[C:5]([C:36]2[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=2)=[C:6]([C:32]([O:34][CH3:35])=[O:33])[N:7]1[CH2:13][CH:14]1[CH2:19][CH2:18][N:17]([CH2:20][C:21]2[O:25][N:24]=[C:23]([C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=3)[CH:22]=2)[CH2:16][CH2:15]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 58503962HCID 58503962, VerbindungHCID 178418339Butyllithium

Produkt 1

HCID 58504118HCID 58504118, VerbindungAusbeute 34,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

The compound prepared in Example 96 (0.050 g) was suspended in dry tetrahydrofuran (10 mL) and cooled to −78° C. n-Butyl lithium (2.5 mol/L solution in hexane, 0.03 mL) was added dropwise and the reaction was allowed to stirred at −78° C. for 5 minutes. A saturated aqueous ammonium chloride solution was added and the reaction mixture was warmed to room temperature. The mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate. The organics were washed with brine, dried over anhydrous magnesium sulfate and concentrated. The residue was purified by column chromatography on silica gel to obtain the title compound (0.015 g) having the following physical data.

Aufarbeitung

  1. additionwas added dropwise
  2. temperaturethe reaction mixture was warmed to room temperature
  3. customThe mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate
  4. washThe organics were washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-ba742325f3af414ba16f4d038115f399
Quelldatensatz
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08809538B2

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