Acetic Anhydride → 6-Bromo-2-naphthyl acetate

HRID 1758564Notes

Reaction equation

HRID 1758564 reaction equation
[C:1]([O:4][C:5](=[O:7])[CH3:6])(=O)[CH3:2].C([O-])(=O)C.[Na+].[Br:13][C:14]1[CH:15]=[C:16]2[C:21](=[CH:22][CH:23]=1)C=C(O)[CH:18]=[CH:17]2>C1(C)C=CC=CC=1>[C:5]([O:4][C:1]1[CH:18]=[CH:17][C:16]2[C:21](=[CH:22][CH:23]=[C:14]([Br:13])[CH:15]=2)[CH:2]=1)(=[O:7])[CH3:6]

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 271446-Bromo-2-naphthalenolHCID 517045Sodium Acetate

Product 1

HCID 806556-Bromo-2-naphthyl acetate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

6-bromo-2-naphthol is obtained according to the procedure of Example 1. A solution of acetic anhydride, sodium acetate, and the 6-bromo-2-naphthol in toluene is then refluxed for about 2 1/2 hours. Crude 2-acetoxy-6-bromonaphthalene is isolated therefrom by stripping the solvent from the organic layer after washing with water. The acetoxy compound is then purified by recrystallization from n-butanol.

Sources & evidence

ORD record
ord-e1a8512ff5344a95911414fff27ad5db
Source dataset
uspto-grants-1983_02
Patent number
US04374262

Reaction notes

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