六水硝酸铽 → 2-Methyl-1-(3-nitrophenyl)-1-propanone

HRID 428935

反应方程式

HRID 428935 反应方程式
[N+:1]([O-:4])(O)=[O:2].[CH3:5][CH:6]([CH3:15])[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].[N+]([O-])(O)=O.S(=O)(=O)(O)O>S(=O)(=O)(O)O>[CH3:5][CH:6]([CH3:15])[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([N+:1]([O-:4])=[O:2])[CH:10]=1)=[O:8]

参与物

5

反应物 3

HCID 944六水硝酸铽HCID 69144异丁酰苯HCID 71777668硝化酸混合物

产物 1

HCID 149240122-Methyl-1-(3-nitrophenyl)-1-propanone

试剂、催化剂与溶剂 1

HCID 1118四氧化硫溶剂3 次

反应条件

温度
-5 °C

实验过程

Concentrated nitric acid (20 ml) was added cautiously with cooling to concentrated sulphuric acid (50 ml) maintaining a temperature of −5° C. Another solution of 2-methyl-1-phenyl-1-propanone (29.6 g, 0.2 mol) in concentrated sulphuric acid (70 ml) was made up with shaking, keeping the temperature at −5° C. The former nitric acid/sulphuric acid solution was added portionwise over 30 min to the latter solution of ketone in sulphuric acid keeping the temperature at −10° C.+/−5° C. during the addition and for a subsequent 30 min. The reaction mixture was poured onto crushed ice (1 l) and then extracted with diethyl ether (3×100 ml). The organic extracts were washed with water (300 ml) and then brine (300 ml), dried (Na2SO4) and then concentrated in vacuo. The crude product was obtained as an orange oil (40 g) which was purified by chromatography on silica gel (450 g) eluting with hexane :diethyl ether (9:1) to give the title compound as a pale yellow solid (16.3 g, 42%), m.p.33-35° C.

后处理

  1. customat −5° C
  2. additionduring the addition
  3. additionThe reaction mixture was poured
  4. extractionextracted with diethyl ether (3×100 ml)
  5. washThe organic extracts were washed with water (300 ml)
  6. dry with materialbrine (300 ml), dried (Na2SO4)
  7. concentrationconcentrated in vacuo

来源与证据

ORD记录
ord-3eb7af1ac93044a6bb2b54e23dbca28a
来源数据集
uspto-grants-2001_11
专利号
US06313312B1

关联笔记

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