Potassium Carbonate → 1-Acetamino-7-(2-ethylhexyloxy)naphthalene
Reaction equation
[NH:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([OH:15])[CH:13]=2)[CH:8]=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3].[CH2:16]([CH:18]([CH2:21][CH2:22][CH2:23][CH3:24])[CH2:19]Br)[CH3:17].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH:1]([C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[C:12]([O:15][CH2:19][CH:18]([CH2:16][CH3:17])[CH2:21][CH2:22][CH2:23][CH3:24])[CH:13]=2)[CH:8]=[CH:7][CH:6]=1)[C:2]([CH3:4])=[O:3]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
81 g of 1-acetamino-7-hydroxy-naphthalene and 85 g of 2-ethylhexyl bromide were reacted with each other in 250 ml of dimethylformamide in the presence of 66.5 g of anhydrous potassium carbonate over a steam bath for 5 hours to obtain 102.4 g of 1-acetamino-7-(2-ethylhexyloxy)naphthalene. This compound was dissolved in a mixed solution of 100 ml of acetic anhydride and 200 ml of glacial acetic acid. 44.2 g of concentrated nitric acid having a specific gravity of 1.42 was dropwise added thereto over about one hour at a temperature of not higher than 10° C., and the components were reacted for about 3 hours at about 10° C. Crystals which precipitated were collected by filtration to obtain 43.5 g of 1-acetamino-4-nitro-7-(2-ethylhexyloxy)naphthalene.
Sources & evidence
- ORD record
- ord-7abb6ecae1794ea0a3598a56160af5c4
- Source dataset
- uspto-grants-1993_05
- Patent number
- US05212042
Reaction notes
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