Acetyl chloride → 6-Bromo-1-[(dimethylamino)methyl]-2-naphthyl acetate hydrochloride

HRID 1359222Notes

Reaction equation

HRID 1359222 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH2:12][N:13]([CH3:15])[CH3:14])=[C:7]([OH:16])[CH:6]=[CH:5]2.[C:17]([Cl:20])(=[O:19])[CH3:18]>C(Cl)Cl>[ClH:20].[C:17]([O:16][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=2)[C:8]=1[CH2:12][N:13]([CH3:14])[CH3:15])(=[O:19])[CH3:18]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 142444826-Bromo-1-[(dimethylamino)methyl]-2-naphthol

Product 1

HCID 698296626-Bromo-1-[(dimethylamino)methyl]-2-naphthyl acetate hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6-Bromo-1-[(dimethylamino)methyl]-2-naphthol (5.6 g, 0.02 mol) was stirred in methylene chloride (120 mL). Acetyl chloride (3.0 mL, 0.042 mol) was added. The mixture was stirred at room temperature for 1 hour and the solvent was concentrated.

Workup

  1. concentrationthe solvent was concentrated

Sources & evidence

ORD record
ord-eedb56077a364120afc35f98d228fe23
Source dataset
uspto-grants-2003_07
Patent number
US06599925B2

Reaction notes

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