Hydrogen Bromide → 2-(Bromomethyl)-1,3-dimethoxybenzene

HRID 1683836Notes

Reaction equation

HRID 1683836 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH2:11]O.[Cl-].[Na+].[BrH:15]>C(OCC)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[C:4]=1[CH2:11][Br:15]

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 5234Sodium ChlorideHCID 2776839(2,6-Dimethoxyphenyl)methanol

Product 1

HCID 155569582-(Bromomethyl)-1,3-dimethoxybenzene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

After a mixture of 5.7 grams (0.034 mole) of 2,6-dimethoxyphenylmethanol in 40 mL of concentrated hydrobromic acid was stirred at ambient temperature for about one hour, the reaction mixture was taken up in diethyl ether. Solid sodium chloride was added to the mixture to obtain a phase separation. The organic layer was separated and concentrated under reduced pressure, yielding about 4.7 grams of 2,6-dimethoxyphenylmethyl bromide. This compound was used immediately in the next reaction.

Workup

  1. customto obtain
  2. customa phase separation
  3. customThe organic layer was separated
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-eb2f77d8a18b4dfeaac674b65fae4be0
Source dataset
uspto-grants-1997_06
Patent number
US05639763

Reaction notes

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