反応 #5930

反応方程式

chloroacetyl chloride

1-amino-2-naphthol

N,N-dimethylaniline

tetrahydrofuran

→

1H-naphtho[2,1-b][1,4]oxazin-2(3H)-one

溶媒

ethyl acetate

反応条件

後処理

1. 1
   洗浄the ethyl acetate layer is washed
2. 2
   その他dried
3. 3
   workup.DISTILLATIONdistilled
4. 4
   その他to remove the solvent
5. 5
   workup.DISSOLUTIONThe resulting oil is dissolved in acetone (500 ml)
6. 6
   workup.ADDITIONis added potassium carbonate (75 g)
7. 7
   温度the mixture is refluxed for 2 hours
8. 8
   workup.DISTILLATIONacetone is distilled off
9. 9
   workup.ADDITIONTo the residue is added water
10. 10
    その他the precipitate is separated by filtration
11. 11
    洗浄washed
12. 12
    その他dried
13. 13
    その他recrystallized from tetrahyrofuran

実験手順

To a mixture of 1-amino-2-naphthol (16.9 g), N,N-dimethylaniline (19.3 g) and tetrahydrofuran (200 ml) is added dropwise chloroacetyl chloride under ice cooling, and the mixture is stirred at the same temperature for one hour. To the reaction mixture is added ethyl acetate, and the ethyl acetate layer is washed, dried and distilled to remove the solvent. The resulting oil is dissolved in acetone (500 ml) and thereto is added potassium carbonate (75 g), and the mixture is refluxed for 2 hours, and acetone is distilled off. To the residue is added water, and the precipitate is separated by filtration, washed, dried and recrystallized from tetrahyrofuran to give 1H-naphtho[2,1-b][1,4]oxazin-2(3H)-one (13.1 g). M.p. 219°-220.5° C.

出典