Reaction #1833268

ord-85b300520a914e329fd989200b61832d

Reaction equation

O=[N+]([O-])[C@@H]1C[C@H]1c1ccc(OCc2ccccc2)cc1
Intermediate C
O=[N+]([O-])[C@@H]1C[C@H]1c1ccc(OCc2ccccc2)cc1
1-(benzyloxy)-4-[(trans)-2-nitrocyclopropyl]benzene
O=[N+]([O-])/C=C/c1ccc(Br)cc1
(E)-1-bromo-4-(2-nitrovinyl)benzene
→
O=[N+]([O-])[C@@H]1C[C@H]1c1ccc(Br)cc1
1-bromo-4-[(trans)-2-nitrocyclopropyl]benzene
Yield 27.0%

Reactants

O=[N+]([O-])[C@@H]1C[C@H]1c1ccc(OCc2ccccc2)cc1
Intermediate C
O=[N+]([O-])[C@@H]1C[C@H]1c1ccc(OCc2ccccc2)cc1
1-(benzyloxy)-4-[(trans)-2-nitrocyclopropyl]benzene
O=[N+]([O-])/C=C/c1ccc(Br)cc1
(E)-1-bromo-4-(2-nitrovinyl)benzene

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThis compound was synthesized

Procedure

This compound was synthesized using the same methodology described in Intermediate C, using the commercially available (E)-1-bromo-4-(2-nitrovinyl)benzene as starting material. Yield: 27%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09149447B2uspto-grants-2015_10