Water → 2-Bromo-5-chlorophenol

HRID 1602785Notes

Reaction equation

HRID 1602785 reaction equation
B(Br)(Br)Br.[Br:5][C:6]1[CH:7]=[CH:8][C:9]([Cl:14])=[C:10](OC)[CH:11]=1.[OH2:15]>C(Cl)Cl>[Cl:14][C:9]1[CH:10]=[CH:11][C:6]([Br:5])=[C:7]([OH:15])[CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 25134Boron tribromideHCID 27695675-Bromo-2-chloroanisole

Product 1

HCID 132842722-Bromo-5-chlorophenol

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

9 ml of boron tribromide is added dropwise to a solution containing 20 g of 5-bromo 2-chloro anisole in 200 ml of methylene chloride. Agitation is carried out for 10 minutes at 0° C., then for 24 hours at 20° C. and the reaction medium is poured into a water and ice mixture. The resultant suspension is agitated for 30 minutes, extraction is carried out with methylene chloride, followed by saturation with sodium chloride and extraction twice with methylene chloride. The organic phases are collected, dried over magnesium sulphate, evaporated under reduced pressure and 18.5 g of 5-chloro 2-bromophenol is obtained. M.p.=56° C.

Workup

  1. waitfor 24 hours at 20° C.
  2. extractionextraction
  3. extractionfollowed by saturation with sodium chloride and extraction twice with methylene chloride
  4. customThe organic phases are collected
  5. dry with materialdried over magnesium sulphate
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-027c519b824e43f286b25ce63207c323
Source dataset
uspto-grants-1999_11
Patent number
US05985853

Reaction notes

Loading…