反应 #344588

反应方程式

sulphuric acid

1-chloro-3-n-butoxy-2-propanol

phenobarbital

triethylamine

→

title compound

收率 53.1%

1-(3-n-Butoxy-2-hydroxypropyl)-5-ethyl-5-phenyl-(1H,3H,5H)-pyrimidine-2,4,6-trione

收率 53.1%

溶剂

dimethylformamide

反应条件

后处理

1. 1
   萃取the precipitated product was extracted with toluene (200 ml) at 70° C
2. 2
   其他The toluene layer was separated
3. 3
   洗涤washed with 3% aqueous sulphuric acid (200 ml)
4. 4
   过滤The precipitated phenobarbital was filtered off
5. 5
   萃取filtrate extracted with 5% aqueous sodium carbonate (5×100 ml)
6. 6
   萃取The organic layer was then extracted with 1M aqueous sodium hydroxide (2×200 ml)
7. 7
   其他the aqueous layers collected
8. 8
   洗涤washed with toluene (100 ml)
9. 9
   萃取The precipitated product was extracted with toluene (150 ml)
10. 10
    其他the organic layer was separated
11. 11
    其他dried
12. 12
    其他evaporated under reduced pressure

实验过程

A solution of phenobarbital (69.6 g, 0.3 mole) in dimethylformamide (60 ml) containing triethylamine (20.2 g, 0.2 mole) was stirred with 1-chloro-3-n-butoxy-2-propanol (33.2 g, 0.2 mole) for 6 hours at 70° C. The reaction mixture was then poured into 3% sulphuric acid (500 ml) and the precipitated product was extracted with toluene (200 ml) at 70° C. The toluene layer was separated, washed with 3% aqueous sulphuric acid (200 ml) and left overnight at 4° C. The precipitated phenobarbital was filtered off and filtrate extracted with 5% aqueous sodium carbonate (5×100 ml). The organic layer was then extracted with 1M aqueous sodium hydroxide (2×200 ml), the aqueous layers collected, washed with toluene (100 ml) and the pH was adjusted to 3 with sulphuric acid. The precipitated product was extracted with toluene (150 ml), the organic layer was separated, dried and evaporated under reduced pressure to give the title compound (38.5 g, 53%); purity by HPLC 96.5% .

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