Reaktion #1519141

ord-9e07addf73204b6bbe190e091b2f3e51

Reaktionsgleichung

c1ccc2c(c1)OCC1OC21
compound
c1ccc2c(c1)OCC1OC21
1a,7b-dihydro-2H-oxireno[c]chromene
CC(C)(C)OC(=O)NC1CCNCC1
tert-butyl piperidin-4-ylcarbamate
CC(C)(C)OC(=O)NC1CCN([C@@H]2c3ccccc3OC[C@H]2O)CC1
expected product
CC(C)(C)OC(=O)NC1CCN([C@@H]2c3ccccc3OC[C@H]2O)CC1
tert-Butyl trans-[1-(3-hydroxy-3,4-dihydro-2H-chromen-4-yl)piperidin-4-yl]-carbamate

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture is then heated
  2. 2
    Temperaturat reflux for 12 hours
  3. 3
    Sonstigesubsequently evaporated to dryness
  4. 4
    SonstigeA yellow oil is obtained which
  5. 5
    Sonstigeis purified by flash chromatography on silica (eluant: dichloromethane/ethanol 95/5)

Vorschrift

To 3 g of the compound obtained in Step B of Example 4, dissolved in 45 ml of acetonitrile, there are added 4 g of tert-butyl piperidin-4-ylcarbamate (20.2 mmol). The mixture is then heated at reflux for 12 hours and subsequently evaporated to dryness. A yellow oil is obtained which is purified by flash chromatography on silica (eluant: dichloromethane/ethanol 95/5) to yield the expected product in the form of a pale-yellow meringue.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07612061B2uspto-grants-2009_11