Reaktion #44793

ord-bb0e708cf4c14bd1beb626c6497cc125

Reaktionsgleichung

O=C([O-])O
bicarbonate
c1ccc(COc2ccc(CN3CCCNCC3)cc2)cc1
hexahydro-1-[[4-(phenylmethoxy)phenyl]methyl]-1H-1,4-diazepine
COC(=O)CCCBr
methyl 4-bromobutanoate
CCN(CC)CC
triethylamine
COC(=O)CCCN1CCCN(Cc2ccc(OCc3ccccc3)cc2)CC1
methyl hexahydro-4-[[4-(phenylmethoxy)phenyl]methyl]-1H-1,4-diazepine-1-butanoate
Ausbeute 79.7%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturthe reaction was heated
  2. 2
    Temperaturat reflux for 4 hours
  3. 3
    Temperaturto cool
  4. 4
    WaschenThe combined ethyl acetate extracts were washed with water
  5. 5
    Sonstigedried
  6. 6
    Einengenconcentrated

Vorschrift

In a manner similar as described above in Paragraph A, a solution of hexahydro-1-[[4-(phenylmethoxy)phenyl]methyl]-1H-1,4-diazepine (150 mg, 0.506 mmol) and methyl 4-bromobutanoate (0.29 mL, 2.0 mmol) in THF (6 mL) was treated with triethylamine (0.28 mL, 2 mmol) and the reaction was heated at reflux for 4 hours. The reaction was allowed to cool and treated with an aqueous bicarbonate solution. The combined ethyl acetate extracts were washed with water, dried and concentrated to give 0.16 g of methyl hexahydro-4-[[4-(phenylmethoxy)phenyl]methyl]-1H-1,4-diazepine-1-butanoate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07737145B2uspto-grants-2010_06