反应 #304889

反应方程式

N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide

phenyltrimethylammonium tribromide

sulfuric acid

→

desired compound

收率 76.5%

N-[3-(2-Bromoacetyl)-5-(pentafluorosulfanyl)phenyl]acetamide

收率 76.5%

溶剂

methanol

THF

反应条件

后处理

1. 1
   workup.ADDITIONwas added in portions
2. 2
   workup.STIRRINGAfter stirring at RT for 2 h
3. 3
   温度After cooling
4. 4
   萃取the aqueous phase was extracted 3 times with ethyl acetate
5. 5
   干燥The combined extracts were dried over sodium sulfate
6. 6
   过滤filtered
7. 7
   浓缩concentrated
8. 8
   其他The crude product was purified

实验过程

N-[3-Acetyl-5-(pentafluorosulfanyl)phenyl]acetamide (859 mg, for synthesis see example 1) was dissolved in a mixture of methanol (10 ml) and THF (10 ml) and phenyltrimethylammonium tribromide (1.065 g) was added in portions while stirring. After stirring at RT for 2 h, the mixture was heated to 40° C. for a further 3 h. After cooling, the reaction mixture was added to 2 N sulfuric acid and the aqueous phase was extracted 3 times with ethyl acetate. The combined extracts were dried over sodium sulfate, filtered and concentrated. The crude product was purified using silica gel with ethyl acetate/heptane as the eluent. 480 mg of the desired compound were obtained. LC-MS rt: 1.47 min [M+H]+: 382.0 (met. a)

来源