Reaction #1005986

Reaction equation

phenol

4-bromo-2-cyclohex-2-enyl-phenol

MCPBA

→

8-bromo-1,2,3,4-tetrahydro-dibenzofuran-4-ol

Solvents

benzene

Conditions

Workup

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

Procedure

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