Reaction #1552050

ord-1c387d9c54e646a1a00497edfc025747

Reaction equation

NCCCCCCCCN
1,8-octanediamine
CCN(CC)CC
triethylamine
O=C(Cl)c1ccco1
furoyl chloride
O=C(NCCCCCCCCNC(=O)c1ccco1)c1ccco1
N,N′-(octane-1,8-diyl)bis(furan-2-carboxamide)

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe resulting compound was purified by column chromatography (98:2 DCM:EtOAc)
  2. 2
    Otherthe product obtained as a white solid (21.5 g/92%)

Procedure

The general procedure was carried out using 1,8-octanediamine (10.0 g, 69.3 mmol), triethylamine (14.2 g, 141 mmol), DMAP (0.17 g, 1.35 mmol) and furoyl chloride (19.0 g, 146 mmol). The resulting compound was purified by column chromatography (98:2 DCM:EtOAc), and the product obtained as a white solid (21.5 g/92%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08999444B2uspto-grants-2015_04