Reaction #2348119

ord-34c1352e9bea46f589f39298dd19a28d

Reaction equation

[Br-]
bromide
O=COc1ccccc1
Formic acid phenyl ester
O=Cc1ccccc1
benzaldehyde
O=C(OO)c1cccc(Cl)c1
m-CPBA
→
C(=Cc1ccccc1)c1ccccc1
stilbene

Reactants

[Br-]
bromide
O=COc1ccccc1
Formic acid phenyl ester
O=Cc1ccccc1
benzaldehyde
O=C(OO)c1cccc(Cl)c1
m-CPBA

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherto form 7

Procedure

Formic acid phenyl ester 7 may be synthesized from the corresponding benzaldehyde via traditional oxidation methods known in the art. For example, Baeyer-Villiger oxidation using m-CPBA to form 7, followed by deformylation using a suitable base and exposure to bromide 8 affords stilbene analog 9.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07846915B2uspto-grants-2010_12