Reaktion #706354

ord-5c1f5bf9fd6d43d98bca00ad7a9d7017

Reaktionsgleichung

CCOC(=O)c1ccccc1O
ethyl 2-hydroxybenzoate
O=C([O-])[O-].[K+].[K+]
K2CO3
Cl.ClCCCN1CCOCC1
N-(3-chloropropyl)morpholine hydrochloride
CCOC(=O)c1ccccc1OCCCN1CCOCC1
ethyl 2-[3-(4-morpholinyl)propoxy]benzoate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas warmed on a steam bath overnight
  2. 2
    TemperaturThe reaction mixture was cooled
  3. 3
    Filtrationfiltered
  4. 4
    Sonstigeto afford a liquid which
  5. 5
    Sonstigewas partitioned between EtOAc (350 ml) and water
  6. 6
    SonstigeThe organic layer was separated
  7. 7
    Waschenwashed with water (2×200 ml)
  8. 8
    Trocknendried over MgSO4

Vorschrift

To a mixture of ethyl 2-hydroxybenzoate (2.4 ml, 16.38 mmol), K2CO3 (4.98 g), and DMF (30 ml) was added N-(3-chloropropyl)morpholine hydrochloride (3.93 g). The mixture was stirred at room temperature for 30 minutes, then was warmed on a steam bath overnight. The reaction mixture was cooled, filtered and stripped to afford a liquid which was partitioned between EtOAc (350 ml) and water. The organic layer was separated, washed with water (2×200 ml), dried over MgSO4 and stripped to afford ethyl 2-[3-(4-morpholinyl)propoxy]benzoate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05958929uspto-grants-1999_09