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2,4,6-Tri(propan-2-yl)aniline → HCID 86720675, Verbindung

HRID 1749126
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1749126
[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([S:13](Cl)(=[O:15])=[O:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[CH:19]([C:22]1[CH:28]=[C:27]([CH:29]([CH3:31])[CH3:30])[CH:26]=[C:25]([CH:32]([CH3:34])[CH3:33])[C:23]=1[NH2:24])([CH3:21])[CH3:20]>N1C=CC=CC=1>[F:1][C:2]([F:18])([F:17])[C:3]1[CH:4]=[C:5]([S:13]([NH:24][C:23]2[C:25]([CH:32]([CH3:33])[CH3:34])=[CH:26][C:27]([CH:29]([CH3:31])[CH3:30])=[CH:28][C:22]=2[CH:19]([CH3:21])[CH3:20])(=[O:15])=[O:14])[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 5198712,4,6-Tri(propan-2-yl)anilineHCID 5209453,5-Bis(trifluoromethyl)benzenesulphonyl chloride

Produkt 1

HCID 86720675HCID 86720675, VerbindungAusbeute 73,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

3,5-Bis(trifluoromethyl)benzenesulfonyl chloride (0.037 g, 0.12 mmol) was added to a solution of 2,4,6-triisopropylaniline (0.025 g, 0.11 mmol) in dry pyridine (1 mL). After stirring at room temperature for 1 day, the reaction was concentrated under vacuum. To this was added ethyl acetate (30 mL), and the mixture was washed with 0.1 N HCl (2×20 mL) followed by saturated NaHCO3 (2×20 mL) then saturated NaCl (2×20 mL). After drying the organic layer over MgSO4, the mixture was concentrated under vacuum. The crude compound was purified by silica gel chromatography using hexanes/ethyl acetate (4:1) to afford the title compound (0.040 g. 71% yield). ES-MS negative Q1 (m/z) 494.6. 1H NMR (CDCl3) 8.14 (s, 2H), 8.05 (s, 1H), 6.96 (s, 2H), 6.05 (s, 1H), 2.97 (m, 2H), 2.88 (m, 1H), 1.23 (d, 6H), 0.98 (d, 12H).

Aufarbeitung

  1. concentrationthe reaction was concentrated under vacuum
  2. additionTo this was added ethyl acetate (30 mL)
  3. washthe mixture was washed with 0.1 N HCl (2×20 mL)
  4. dry with materialAfter drying the organic layer over MgSO4
  5. concentrationthe mixture was concentrated under vacuum
  6. customThe crude compound was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a5bc05359b7a4f3fab42ceeeeb3ea7e3
Quelldatensatz
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09156781B2

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