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

HRID 2166782Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2166782
[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-058353efb2be414588e6b91049ddac4a
Quelldatensatz
uspto-grants-1983_06
Patentnummer
US04388459

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