Bromine → 2-Bromo-4-ethylphenol

HRID 1066600Notes

Reaction equation

HRID 1066600 reaction equation
[Br:1]Br.[CH2:3]([C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1)[CH3:4]>C(Cl)(Cl)Cl.CO>[Br:1][C:7]1[CH:6]=[C:5]([CH2:3][CH3:4])[CH:10]=[CH:9][C:8]=1[OH:11]

Participants

5

Reactant 2

HCID 24408BromineHCID 312424-Ethylphenol

Product 1

HCID 166412522-Bromo-4-ethylphenol

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent2×

Procedure

8.41 ml of bromine in 100 ml of CHCl3 were added dropwise within 2 hrs. to a solution, cooled to 0° C., of 20 g of 4-ethylphenol in 200 ml of CHCl3 and 100 ml of MeOH. The reaction mixture was left to warm to room temperature and was concentrated. The product was isolated by extraction. There were obtained 33.14 g of 2-bromo-4-ethyl-phenol as a light brown oil.

Workup

  1. waitThe reaction mixture was left
  2. concentrationwas concentrated
  3. customThe product was isolated by extraction

Sources & evidence

ORD record
ord-ba469cf11cc649e19ae7550e3a64b907
Source dataset
uspto-grants-2001_06
Patent number
US06242644B1

Reaction notes

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