Water → 1-Bromo-2-methoxynaphthalene

HRID 1731060Notes

Reaction equation

HRID 1731060 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.O>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

5

Reactant 3

HCID 962WaterHCID 71192-MethoxynaphthaleneHCID 24408Bromine2×

Product 1

HCID 728601-Bromo-2-methoxynaphthalene

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

A stirred solution of 2-methoxynaphthalene (5 g.) 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, water 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-0884f0e293f34e7b99fbf738528bd64e
Source dataset
uspto-grants-1976_11
Patent number
US03994968

Reaction notes

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