반응 #487560
ord-58002ebafbbe4bd491326213a4052320
반응 방정식
반응 조건
후처리
- 1온도by brief heating
- 2온도at reflux until dissolution
- 3기타producing a fine precipitate
- 4온도further cooled to approximately 0° C. in an ice/salt bath
- 5온도maintaining a temperature below 5° C.
- 6여과The reaction mixture is next filtered
- 7workup.ADDITIONAfter the addition
- 8온도is briefly heated to 80° C.
- 9온도to cool to room temperature again
- 10추출The reaction mixture is extracted with ethyl acetate (3×50 ml)
- 11세척the organic phase is washed with 1M aqueous hydrochloric acid (30 ml) and aqueous sodium thiosulfate (2×30 ml)
- 12건조After drying over anhydrous magnesium sulfate and concentration in vacuo 4-bromo-1-ethyl-2-iodobenzene (4.90 g)
- 13기타is furnished as an orange liquid
실험 절차
To a stirred mixture of 5-bromo-2-ethylaniline (3.39 g, 200 mmol) in distilled water (110 ml) is added concentrated sulfuric acid (5.60 ml), followed by brief heating at reflux until dissolution. The mixture is allowed to cool to room temperature, producing a fine precipitate, then further cooled to approximately 0° C. in an ice/salt bath. To this slurry is added an aqueous solution of sodium nitrite (1.17 g, 16.94 mmol) in distilled water (10 ml) dropwise over 15 minutes, maintaining a temperature below 5° C., followed by additional stirring for 30 minutes. The reaction mixture is next filtered then added to a second solution of aqueous potassium iodide (8.44 g, 50.83 mmol) in distilled water (45 ml) dropwise at room temperature. After the addition is complete the solution is briefly heated to 80° C. then allowed to cool to room temperature again. The reaction mixture is extracted with ethyl acetate (3×50 ml), and the organic phase is washed with 1M aqueous hydrochloric acid (30 ml) and aqueous sodium thiosulfate (2×30 ml). After drying over anhydrous magnesium sulfate and concentration in vacuo 4-bromo-1-ethyl-2-iodobenzene (4.90 g) is furnished as an orange liquid.