Phenethylamine → HCID 706676, Verbindung

HRID 445331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 445331
[C:1]1([CH2:7][CH2:8][NH2:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CCN(C(C)C)C(C)C.[F:19][C:20]([F:31])([F:30])[C:21]1[CH:29]=[CH:28][C:24]([C:25](Cl)=[O:26])=[CH:23][CH:22]=1>C(Cl)Cl>[CH2:8]([NH:9][C:25](=[O:26])[C:24]1[CH:28]=[CH:29][C:21]([C:20]([F:19])([F:30])[F:31])=[CH:22][CH:23]=1)[CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

5

Edukt 3

HCID 1001PhenethylamineHCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 81531Diisopropylethylamine

Produkt 1

HCID 706676HCID 706676, VerbindungAusbeute 93,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of phenylethylamine (14.0 g, 14.6 mL, 115.5 mmol) and diea (20.1 mL, 115.5 mmol) in DCM (500 mL) at 0° C. was added 4-(trifluoromethyl)benzoyl chloride (17.2 mL, 115.5 mmol) dropwise. After addition, the reaction mixture was then stirred at 0° C. and warmed up itself to RT overnight. An off-white solid precipitation was observed. The off-white solid was collected by filtration. The solid was then washed with DCM (2×50 mL), and dried under vacuum to give 31.8 g of the title compound as a white solid. MS (ESI, positive ion) m/z: 294 (M+H).

Aufarbeitung

  1. additionAfter addition
  2. temperaturewarmed up itself to RT overnight
  3. customAn off-white solid precipitation
  4. filtrationThe off-white solid was collected by filtration
  5. washThe solid was then washed with DCM (2×50 mL)
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-bd96dd165ffe49419582893efe90e94e
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08476297B2

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