反応 #41762

反応方程式

dimethyl sulfate

5-fluoro-2-nitrophenylamine

trifluoroacetic anhydride

trifluoroacetamide

sodium hydroxide

→

(5-fluoro-2-nitrophenyl)methylamine

溶媒

methylenechloride

toluene

acetonitrile

反応条件

後処理

1. 1
   その他The mixture was quenched with saturated sodium bicarbonate solution
2. 2
   その他The organic layer was separated
3. 3
   洗浄washed with water, brine
4. 4
   その他dried
5. 5
   その他evaporated
6. 6
   workup.STIRRINGThe biphasic mixture was stirred overnight at room temperature
7. 7
   その他evaporated
8. 8
   洗浄washed with water, brine
9. 9
   その他dried
10. 10
    その他evaporated
11. 11
    その他The crude was purified by column chromatography
12. 12
    洗浄eluting with 1:1 hexanes and ethyl acetate

実験手順

A solution of 5-fluoro-2-nitrophenylamine (1 eq) in methylenechloride was treated with trifluoroacetic anhydride (1 eq) and stirred for 10 minutes at 0° C. The mixture was quenched with saturated sodium bicarbonate solution. The organic layer was separated and washed with water, brine, dried and evaporated. To the solution of the trifluoroacetamide (1 eq) in a mixture of toluene, acetonitrile and sodium hydroxide solution (50%) was added benzyltrimethylammonium chloride (1 eq) and dimethyl sulfate (1.2 eq). The biphasic mixture was stirred overnight at room temperature and evaporated. The mixture was taken up in ethyl acetate, washed with water, brine, dried and evaporated. The crude was purified by column chromatography eluting with 1:1 hexanes and ethyl acetate to afford (5-fluoro-2-nitrophenyl)methylamine. MS: MH+=170.

出典