반응 #560461

반응 방정식

HCl

THF

lithium hydroxide

methyl 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetate

→

2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid

수율 93.0%

용매

ethanol

water

반응 조건

후처리

1. 1
   기타prepared
2. 2
   기타at 0° C
3. 3
   농축The resulting mixture was concentrated in vacuo to ⅕th of its original volume
4. 4
   workup.ADDITIONdiluted with water (−20 mL)
5. 5
   workup.ADDITIONacidified to pH 2-3 by the addition of 0.5N HCl
6. 6
   기타to produce a sticky solid
7. 7
   추출(If the product comes out as an oil during acidification, extraction with DCM
8. 8
   여과) The tan solid was collected by vacuum filtration
9. 9
   건조dried under high vacuum at 50° C. for 16 h in the presence of P2O5

실험 절차

A solution of lithium hydroxide (98 mg, 4.1 mmol) in water (10 mL) was added dropwise over 5 mins to a solution of methyl 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetate (prepared as described in example I above; 1.14 g, 2.7 mmol) in ethanol (10 mL) and THF (10 mL) at 0° C. The mixture was stirred at 0° C. for a further 45 mins and then neutralized to pH 7 by the addition of 0.5N HCl solution at 0° C. The resulting mixture was concentrated in vacuo to ⅕th of its original volume, then diluted with water (−20 mL) and acidified to pH 2-3 by the addition of 0.5N HCl to produce a sticky solid. (If the product comes out as an oil during acidification, extraction with DCM is recommended.) The tan solid was collected by vacuum filtration and dried under high vacuum at 50° C. for 16 h in the presence of P2O5 to yield 2-(5-bromo-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetic acid (1.02 g, 93%).

출처