反应 #2487486

反应方程式

4-Iodobenzoic acid

→

4-Iodobenzoic Acid tert-butyl Ester

溶剂

toluene

toluene

反应条件

后处理

1. 1
   workup.ADDITIONThe reaction was mixed for 16 h
2. 2
   温度cooled from 70° C. to rt
3. 3
   温度The solution was heated to 70° C. for and
4. 4
   workup.ADDITIONmixed for 5 h
5. 5
   浓缩The sample was concentrated under vacuum, and AcOEt (400 ml)
6. 6
   workup.ADDITIONwas added
7. 7
   洗涤The solution was then washed with 1:1 sat. NaHCO3/water (150 ml), and sat. NaHCO3, water and sat. NaCl (75 ml each)
8. 8
   干燥The organic phase was dried (MgSO4)
9. 9
   浓缩concentrated under vacuum
10. 10
    其他to yield a light brown oil

实验过程

4-Iodobenzoic acid (10 g, 40.3 mmol) was dissolved in dry toluene (100 ml, dried over mol. sieves). The solution was heated to 70° C. under a flow of nitrogen. A solution of N,N′-dimethylformamide di-tert-butyl acetal (24.6 g, 121 mmol) in toluene (25 ml) was added over ca. 30 min. The reaction was mixed for 16 h. At some point the heating unit failed, So the reaction cooled from 70° C. to rt. The solution was heated to 70° C. for and mixed for 5 h. The sample was concentrated under vacuum, and AcOEt (400 ml) was added. The solution was then washed with 1:1 sat. NaHCO3/water (150 ml), and sat. NaHCO3, water and sat. NaCl (75 ml each). The organic phase was dried (MgSO4) and concentrated under vacuum to yield a light brown oil.

来源