StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Dichloromethane → N-piperidinopropyl-5-(3,4-dichlorophenyl)-3-methyl-pentadiene carboxamide

HRID 989782
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 989782
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]=[CH:10][C:11]([CH3:16])=[CH:12][C:13](O)=O)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:17]([N:19]([CH2:22][CH3:23])[CH2:20][CH3:21])[CH3:18].ClC([O:27][CH2:28]C(C)C)=O.[N:32]1(NCCC)CCCC[CH2:33]1.[CH2:42](Cl)Cl>>[N:19]1([CH2:22][CH2:23][CH2:33][NH:32][C:28]([CH:13]=[CH:12][C:11]([CH3:16])=[CH:10][CH2:9][C:4]2[CH:5]=[CH:6][C:7]([Cl:8])=[C:2]([Cl:1])[CH:3]=2)=[O:27])[CH2:20][CH2:21][CH2:42][CH2:18][CH2:17]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 5

HCID 6344DichloromethaneHCID 8471TriethylamineHCID 62365Isobutyl chloroformateHCID 18419402Piperidino-propylamineHCID 858118935-(3,4-dichlorophenyl)-3-methyl-pentadienoic Acid

Produkt 1

HCID 88175739N-piperidinopropyl-5-(3,4-dichlorophenyl)-3-methyl-pentadiene carboxamide

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A suspension of 5-(3,4-dichlorophenyl)-3-methyl-pentadienoic acid (0.100 g, 0.390 mmol) in CH2Cl2 (5 mL) is treated with triethyl-amine (0.050 cr, 0.050 mmol) and cooled to 0° C. The resulting colorless solution is then treated with isobutyl chloroformate (0.065 g, 0.050 mmol). After 30 min., piperidino-propylamine (0.071 g, 0.050 mmol) is added, and the reaction mixture is allowed to warm to room temperature. After stirring overnight, the reaction mixture is quenched with aqueous sodium bicarbonate. The aqueous layer is extracted several times with CH2Cl2, and the combined organic layers are dried (sodium sulfate), and concentrated in vacuo. The residue is treated with excess methanolic HCl, evaporated in vacuo, and rinsed with ether to yield 0.159 g of a hygroscopic white solid, mp 50-60° C.

Aufarbeitung

  1. temperatureto warm to room temperature
  2. customthe reaction mixture is quenched with aqueous sodium bicarbonate
  3. extractionThe aqueous layer is extracted several times with CH2Cl2
  4. dry with materialthe combined organic layers are dried (sodium sulfate)
  5. concentrationconcentrated in vacuo
  6. additionThe residue is treated with excess methanolic HCl
  7. customevaporated in vacuo
  8. washrinsed with ether

Quellen und Nachweise

ORD-Eintrag
ord-b67944bef1b641c29bb85de48b76ef73
Quelldatensatz
uspto-grants-2002_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06458806B1

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion