Sodium Carbonate → 1-Phenyl-1-cyclohexyl-3-(2-tritylaminoethyl)amino-1-propanol

HRID 1074159Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1074159
[C:1]([NH:20][CH2:21][CH2:22][NH2:23])([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:30]1([C:36]([CH:41]2[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]2)([OH:40])[CH2:37][CH2:38]Cl)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>C(O)CCC.O>[C:30]1([C:36]([CH:41]2[CH2:46][CH2:45][CH2:44][CH2:43][CH2:42]2)([OH:40])[CH2:37][CH2:38][NH:23][CH2:22][CH2:21][NH:20][C:1]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 2794294N-tritylethylenediamineHCID 138411961-Phenyl-1-cyclohexyl-3-chloro-1-propanol

Produkt 1

HCID 221558931-Phenyl-1-cyclohexyl-3-(2-tritylaminoethyl)amino-1-propanolAusbeute 61,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 2631-ButanolLösungsmittel2×HCID 962WaterLösungsmittel

Versuchsvorschrift

To a mixture of N-tritylethylenediamin (3.66 g) and sodium carbonate (9.2 g) in n-butanol (20 ml), a solution of 1-phenyl-1-cyclohexyl-3-chloro-1-propanol (3 g) in butanol (10 ml) was added. The mixture was refluxed overnight, then cooled, diluted with water and extracted with ethyl acetate. The solvent was dried and evaporated. The residue was purified by column chromatography (methylene chloride, methanol, ammonia 99:1:0.1) to afford 3.8 g of 1-phenyl-1-cyclohexyl-3-(2-tritylaminoethyl)amino-1-propanol. M.p. 198° C.

Aufarbeitung

  1. temperatureThe mixture was refluxed overnight
  2. temperaturecooled
  3. extractionextracted with ethyl acetate
  4. customThe solvent was dried
  5. customevaporated
  6. customThe residue was purified by column chromatography (methylene chloride, methanol, ammonia 99:1:0.1)

Quellen und Nachweise

ORD-Eintrag
ord-f16a00da4a854242a00f90236b9c3b57
Quelldatensatz
uspto-grants-1990_11
Patentnummer
US04973592

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