Réaction #1005986

ord-9af7dddd9d684f1da263bb500af33723

Équation de réaction

Oc1ccc(Br)cc1C1C=CCCC1
phenol
Oc1ccc(Br)cc1C1C=CCCC1
4-bromo-2-cyclohex-2-enyl-phenol
O=C(OO)c1cccc(Cl)c1
MCPBA
OC1CCCc2c1oc1ccc(Br)cc21
8-bromo-1,2,3,4-tetrahydro-dibenzofuran-4-ol

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    AutreA solid is precipitated out
  2. 2
    Filtrationfiltered
  3. 3
    ConcentrationThe filtrate is concentrated under vacuum
  4. 4
    Autrechromatographed (10% EtOAc in hexanes)

Mode opératoire

A solution of the phenol and MCPBA in benzene is refluxed overnight. A solid is precipitated out and filtered. The filtrate is concentrated under vacuum and chromatographed (10% EtOAc in hexanes) to give 8-bromo-1,2,3,4-tetrahydro-dibenzofuran-4-ol 108 as clear oil, 0.66 g, 39%.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09271960B2uspto-grants-2016_03