Triethylamine → N-(2-Chlorocinnamoyl)-3-propyloxyphenethylamine

HRID 1073240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1073240
[CH2:1]([O:4][C:5]1[CH:6]=[C:7]([CH2:11][CH2:12][NH2:13])[CH:8]=[CH:9][CH:10]=1)[CH2:2][CH3:3].C(OC1C=C(CCN)C=CC=1)CCC.C(N(CC)CC)C.[Cl:35][C:36]1[CH:46]=[CH:45][CH:44]=[CH:43][C:37]=1[CH:38]=[CH:39][C:40](Cl)=[O:41]>C(#N)C.O>[Cl:35][C:36]1[CH:46]=[CH:45][CH:44]=[CH:43][C:37]=1[CH:38]=[CH:39][C:40]([NH:13][CH2:12][CH2:11][C:7]1[CH:8]=[CH:9][CH:10]=[C:5]([O:4][CH2:1][CH2:2][CH3:3])[CH:6]=1)=[O:41]

Komponenten

7

Edukt 4

HCID 8471TriethylamineHCID 2737382HCID 2737382, VerbindungHCID 152056182-(3-propoxyphenyl)ethanamine(SALTDATA: HCl)HCID 22379525HCID 22379525, Verbindung

Produkt 1

HCID 53771533N-(2-Chlorocinnamoyl)-3-propyloxyphenethylamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

To a solution of 2-(3-propyloxyphenyl)ethylamine prepared in a manner analogous to that described in Example 1E (2.69 g) in acetonitrile (40 cm3) was added triethylamine (3 cm3). A solution of 2-chlorocinnamoyl chloride (3.6 g) in acetonitrile (20 cm3) was added slowly, the reaction mixture being cooled in an ice bath. When addition was complete, the mixture was stirred at room temperature for 40 minutes, treated with water (60 cm3) and SVM (2 cm3) and stirred well. The resulting precipitate was filtered off, washed and air-dried (5.49 g) m.p. 96°-99° C.

Aufarbeitung

  1. temperaturethe reaction mixture being cooled in an ice bath
  2. additionWhen addition
  3. stirringstirred well
  4. filtrationThe resulting precipitate was filtered off
  5. washwashed
  6. customair-dried (5.49 g) m.p. 96°-99° C.

Quellen und Nachweise

ORD-Eintrag
ord-e9e8ff2f67384f5b904db53b516dd7c5
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04968698

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