Ethanol → 1-(Ethoxycarbonyl)ethyl 4-(2-cyclohexylethylamino)phenylacetate

HRID 128336Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128336
[CH:1]1([CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([O-:19])=[O:18])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Na+].C(O)C.S(O[CH:35]([CH3:41])[C:36]([O:38][CH2:39][CH3:40])=[O:37])(C1C=CC(C)=CC=1)(=O)=O>O>[CH:1]1([CH2:7][CH2:8][NH:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][C:17]([O:19][CH:35]([C:36]([O:38][CH2:39][CH3:40])=[O:37])[CH3:41])=[O:18])=[CH:12][CH:11]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 702EthanolHCID 562846Ethyl 2-[(4-methylbenzenesulfonyl)oxy]propanoateHCID 23717728Sodium 4-(2-cyclohexylethylamino)phenylacetate

Produkt 1

HCID 204988761-(Ethoxycarbonyl)ethyl 4-(2-cyclohexylethylamino)phenylacetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a warm mixture of 7 g. sodium 4-(2-cyclohexylethylamino)phenylacetate in 100 ml. ethanol is added 4.7 g. ethyl 2-tosyloxypropionate. After 17 hours at reflux, the cooled solution is diluted with an equal volume of water and the resultant precipitate is filtered. After washing with cold ethanol and drying, the product is crystallized from acetonitrile to yield 1-(ethoxycarbonyl)ethyl 4-(2-cyclohexylethylamino)phenylacetate as colorless crystals.

Aufarbeitung

  1. additionTo a warm mixture of 7 g
  2. temperatureAfter 17 hours at reflux
  3. filtrationthe resultant precipitate is filtered
  4. washAfter washing with cold ethanol
  5. customdrying
  6. customthe product is crystallized from acetonitrile

Quellen und Nachweise

ORD-Eintrag
ord-90cc2478d06142dda214207fde4a1a19
Quelldatensatz
uspto-grants-1981_03
Patentnummer
US04259352

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