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

HRID 866057

Reaction equation

HRID 866057 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-7323ba6f5da0405a87601d1bbdbdb171
Source dataset
uspto-grants-1996_10
Patent number
US05569664

Linked notes

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