2-Methoxynaphthalene → 1-Bromo-2-methoxynaphthalene

HRID 1657531Notes

Reaction equation

HRID 1657531 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=1.[Br:13]Br>C(O)(=O)C>[Br:13][C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:11]=[CH:12][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 2

HCID 71192-MethoxynaphthaleneHCID 24408Bromine2×

Product 1

HCID 728601-Bromo-2-methoxynaphthalene

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A stirred solution of 2-methoxynaphthalene (5g.) in acetic acid (100 ml.) is treated dropwise with a solution of 1.1 molar equivalents of bromine in acetic acid (50 ml.). Upon disappearance of the bromine color, wtaer is added. The solid which forms is collected by filtration, washed with water until neutral, recrystallized, rewashed, and dried to yield 1-bromo-2-methoxynaphthalene.

Workup

  1. filtrationThe solid which forms is collected by filtration
  2. washwashed with water until neutral,
  3. customrecrystallized
  4. customrewashed, and dried

Sources & evidence

ORD record
ord-519bb43ca31044bbbcf6c1029cf2aacc
Source dataset
uspto-grants-1976_06
Patent number
US03960957

Reaction notes

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