Boron tribromide → HCID 19871000, compound

HRID 854957Notes

Reaction equation

HRID 854957 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([C:9]([CH2:12][CH3:13])([CH3:11])[CH3:10])[CH:4]=1.B(Br)(Br)Br>C(Cl)Cl>[C:9]([C:5]1[CH:4]=[C:3]([OH:2])[CH:8]=[CH:7][CH:6]=1)([CH2:12][CH3:13])([CH3:10])[CH3:11]

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 20038868HCID 20038868, compound

Product 1

HCID 19871000HCID 19871000, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1-methoxy-3-tert-pentylbenzene (3.22 g, 18.1 mmoles) in 100 mL of DCM stirring in −78° C. bath was added dropwise 2.14 mL (5.68 g) of BBr3. The mixture was stirred while warming to room temperature. After 3 h, ice was added, and the organic layer separated, dried over Na2SO4, filtered and evaporated affording 3-tert-pentylphenol, 2.77 g, as an oil.

Workup

  1. additionice was added
  2. customthe organic layer separated
  3. dry with materialdried over Na2SO4
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-7ffbf91a82364e2a80ca236917301ee9
Source dataset
uspto-grants-2007_08
Patent number
US07259266B2

Reaction notes

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