反应 #1479

反应方程式

H2SO4

HNO3

H2SO4

3,4-dihydro-4,4-dimethyl-naphthalen-1(2H)-one

→

title compound

3,4-dihydro-4,4-dimethyl-7-nitro-naphthalen-1(2H)-one

反应条件

后处理

1. 1
   其他at 5° C.
2. 2
   workup.ADDITIONice was added
3. 3
   萃取the resulting mixture was extracted with EtOAc
4. 4
   浓缩The combined extracts were concentrated under reduced pressure

实验过程

To 1.7 mL (3.0g, 30.6 mmol, 18M) H2SO4 at 5° C. (ice-NaCl bath) was slowly added 783.0 mg (4.49 mmol) of 3,4-dihydro-4,4-dimethyl-naphthalen-1(2H)-one. A solution of HNO3 (426.7 mg 6.88 mmol, 0.43 mL, 16M), and 1.31 g (0.013 mol, 0.74 mL, 18M) Of H2SO4 were slowly added. After 20 min, ice was added and the resulting mixture was extracted with EtOAc. The combined extracts were concentrated under reduced pressure to give a yellow oil from which the title compound, a pale yellow solid, was isolated by column chromatography (10% EtOAC/hexanes).

来源