Reaktion #215519

ord-1a38aeb684cb4ddc802c570291ae2cba

Reaktionsgleichung

O=C(O)Cc1ccc(NCCC2CCCCC2)cc1
4-(2-cyclohexylethylamino)phenylacetic acid
CC(O)C(=O)O
lactic acid
Cc1ccccc1S(=O)(=O)O
toluenesulfonic acid
CC(OC(=O)Cc1ccc(NCCC2CCCCC2)cc1)C(=O)O
1-carboxyethyl 4-(2-cyclohexylethylamino)-phenylacetate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.ADDITIONA flask containing 10.0 g
  2. 2
    workup.ADDITIONcharged
  3. 3
    TemperaturThe solution is refluxed for 24 hours during which time the Soxhlet extractor
  4. 4
    workup.ADDITIONis charged twice more with fresh sieves
  5. 5
    FiltrationThe hot solution is filtered
  6. 6
    workup.WAITleft
  7. 7
    Temperaturto cool, whereupon 1-carboxyethyl 4-(2-cyclohexylethylamino)phenylacetate

Vorschrift

A flask containing 10.0 g. 4-(2-cyclohexylethylamino)phenylacetic acid, 3.3 g. lactic acid, 500 mg. toluenesulfonic acid and 500 ml. toluene equipped with a Soxhlet extractor charged with activated 4 A Linde molecular sieves. The solution is refluxed for 24 hours during which time the Soxhlet extractor is charged twice more with fresh sieves. The hot solution is filtered and left to cool, whereupon 1-carboxyethyl 4-(2-cyclohexylethylamino)phenylacetate separates as off-white crystals.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04259352uspto-grants-1981_03