Hydrochloric Acid → 1-(2-Bromoethyl)-4-(methoxymethyl)benzene

HRID 1982241Notes

Reaction equation

HRID 1982241 reaction equation
[Br:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][OH:11])=[CH:6][CH:5]=1.[C:12]1(S(OC)(=O)=O)C=CC=CC=1.C([O-])([O-])=O.[K+].[K+].Cl>CO>[CH3:12][O:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][Br:1])=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6630Methyl benzenesulfonateHCID 11430Potassium CarbonateHCID 22337010[4-(2-Bromoethyl)phenyl]methanol

Product 1

HCID 201974281-(2-Bromoethyl)-4-(methoxymethyl)benzene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The 1-(2-bromoethyl)-4-hydroxymethylbenzene (0.5 g) is then added to a solution of 0.44 g methyl benzenesulfonate and 0.32 g K2CO3 in 10 ml of methanol and allowed to react for 4 h. The solution is neutralized with methanolic HCl and extracted with ether. The ether extract is dried over Na2SO4, filtered, and the solvent removed under vacuum to yield 1-(methoxymethyl)-4-(2-bromoethyl)benzene (13).

Workup

  1. customto react for 4 h
  2. extractionextracted with ether
  3. extractionThe ether extract
  4. dry with materialis dried over Na2SO4
  5. filtrationfiltered
  6. customthe solvent removed under vacuum

Sources & evidence

ORD record
ord-5b068b583436409eabd006459c3eab5d
Source dataset
uspto-grants-1986_06
Patent number
US04595690

Reaction notes

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