3-(Trifluoromethyl)phenol → m-Trifluoromethylphenyl 1-amidino-4-piperidinepropionate hydrochloride

HRID 1388847Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1388847
[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([OH:15])=[O:14])[CH2:7][CH2:6]1)(=[NH:4])[NH2:3].[F:16][C:17]([F:26])([F:25])[C:18]1[CH:19]=[C:20](O)[CH:21]=[CH:22][CH:23]=1.C1(N=C=NC2CCCCC2)CCCCC1>N1C=CC=CC=1>[ClH:1].[C:2]([N:5]1[CH2:10][CH2:9][CH:8]([CH2:11][CH2:12][C:13]([O:15][C:22]2[CH:21]=[CH:20][CH:19]=[C:18]([C:17]([F:26])([F:25])[F:16])[CH:23]=2)=[O:14])[CH2:7][CH2:6]1)(=[NH:3])[NH2:4]

Komponenten

5

Edukt 3

HCID 73763-(Trifluoromethyl)phenolHCID 10868DicyclohexylcarbodiimideHCID 155835121-Amidino-4-piperidinepropionic acid hydrochloride

Produkt 1

HCID 70508313m-Trifluoromethylphenyl 1-amidino-4-piperidinepropionate hydrochlorideAusbeute 62,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A mixture of 4.0 g of 1-amidino-4-piperidinepropionic acid hydrochloride and 2.75 g of m-trifluoromethylphenol was suspended in 27 ml of dry pyridine. To the suspension was added 3.5 g of dicyclohexylcarbodiimide, and the resulting mixture was stirred at room temperature for 6 hours. After removal of any insoluble materials, the solvent was removed. The residue was washed with ether, dissolved in chloroform and then stirred. After removal of any insoluble materials, the filtrate was washed twice with a saturated sodium chloride solution and then dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to obtain 4.0 g (yield: 62.0%) of m-trifluoromethylphenyl 1-amidino-4-piperidinepropionate hydrochloride as colorless crystals having a melting point of 97° to 100° C.

Aufarbeitung

  1. customAfter removal of any insoluble materials
  2. customthe solvent was removed
  3. washThe residue was washed with ether
  4. dissolutiondissolved in chloroform
  5. stirringstirred
  6. customAfter removal of any insoluble materials
  7. washthe filtrate was washed twice with a saturated sodium chloride solution
  8. dry with materialdried over anhydrous sodium sulfate
  9. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-cd0940ffb03942e794163208124b35a5
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04433152

Notizen zur Reaktion

Wird geladen…