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Sodium Hydroxide → HCID 19791670, Verbindung

HRID 1655323
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1655323
N[CH:2]([CH2:11][CH2:12][CH:13]([CH3:15])[CH3:14])[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4].[Cl:16][CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1.[OH-].[Na+]>O>[ClH:16].[ClH:16].[CH3:14][CH:13]([CH3:15])[CH2:12][CH2:11][CH:2]([CH2:17][CH2:18][N:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1)[OH:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 748271-(2-Chloroethyl)piperidineHCID 13671865HCID 13671865, Verbindung

Produkt 1

HCID 19791670HCID 19791670, VerbindungAusbeute 36,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A mixture of (1RS,2SR)-2-amino-5-methyl-1-phenylhexan-1-ol (1.04 g, 5 mmol) and 1-(2-chloroethyl)piperidine (0.74 g, 5 mmol) was melted at 70° C. in a nitrogen atmosphere. The mixture was then heated at 110° to 120° C. for 3 hours. After being cooled, the reaction mixture was dissolved in water. The solution was basified with 2N-NaOH and then extracted with ether. The ethereal extract was washed twice with water and once with brine, dried over anhydrous sodium sulfate and then evaporated under reduced pressure. The residue was dissolved in acetone (20 ml), followed by addition of concentrated hydrochloric acid (0.74 ml). Precipitated crystals were collected by filtration and washed with acetone. The crystals were recrystallized from ethanol (10 ml)-ether (2 ml) to obtain 0.34 g of the title compound as white crystals (yield: 17%).

Aufarbeitung

  1. temperatureThe mixture was then heated at 110° to 120° C. for 3 hours
  2. temperatureAfter being cooled
  3. extractionextracted with ether
  4. extractionThe ethereal extract
  5. washwas washed twice with water and once with brine
  6. dry with materialdried over anhydrous sodium sulfate
  7. customevaporated under reduced pressure
  8. dissolutionThe residue was dissolved in acetone (20 ml)
  9. additionfollowed by addition of concentrated hydrochloric acid (0.74 ml)
  10. customPrecipitated crystals
  11. filtrationwere collected by filtration
  12. washwashed with acetone
  13. customThe crystals were recrystallized from ethanol (10 ml)-ether (2 ml)

Quellen und Nachweise

ORD-Eintrag
ord-c85db47876a64a3e84d94fb90f4fdc17
Quelldatensatz
uspto-grants-1993_10
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05250546

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