반응 #500481

반응 방정식

N-{1,1-dimethyl-2-[4-(2-methyl-thiazol-4-yl)-phenyl]-ethyl}-2,2,2-trifluoroacetamide

sodium hydroxide

→

1,1-Dimethyl-2-[4-(2-methyl-thiazol-4-yl)-phenyl]-ethylamine

수율 93.0%

용매

methanol tetrahydrofuran

반응 조건

후처리

1. 1
   농축The reaction mixture was then concentrated in vacuo
2. 2
   기타to remove volatiles
3. 3
   기타the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate
4. 4
   기타The aqeuous layer was removed
5. 5
   세척was washed twice more with ethyl acetate
6. 6
   세척The combined organic extracts were then washed with brine
7. 7
   건조dried over magnesium sulfate
8. 8
   여과filtered
9. 9
   농축concentrated in vacuo
10. 10
    기타to afford the product (242 mg, 93% yield for both steps), which
11. 11
    기타was used directly without further purification

실험 절차

In a round-bottomed flask, N-{1,1-dimethyl-2-[4-(2-methyl-thiazol-4-yl)-phenyl]-ethyl}-2,2,2-trifluoroacetamide (˜362 mg, 1.06 mmol) was suspended in 7.5 ml of 2:1 (v:v) methanol/tetrahydrofuran, and 5M sodium hydroxide (3.2 ml, 15 equiv.) was added dropwise. The solution turned from colorless to golden brown, and was then allowed to stir at room temperature overnight. The reaction mixture was then concentrated in vacuo to remove volatiles, and the residue was partitioned between ethyl acetate and saturated aqueous sodium bicarbonate. The aqeuous layer was removed and was washed twice more with ethyl acetate. The combined organic extracts were then washed with brine, dried over magnesium sulfate, filtered, and concentrated in vacuo to afford the product (242 mg, 93% yield for both steps), which was used directly without further purification. LRMS ([M+1]+)=247.3.

출처