반응 #1671289

반응 방정식

butyllithium

N-(1-methylethyl)-2-propanamine

1-(2-phenylethyl)-1,2,4-triazole

N,N-dimethylformamide

→

2-(2-phenylethyl)-2H-1,2,4-triazole-3-carboxaldehyde

용매

hexane

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at -70° C. for 1 hour
2. 2
   workup.STIRRINGthe mixture was stirred at -70° C. for 1 hour
3. 3
   workup.WAITat room temperarure for 2 hours
4. 4
   추출extracted with 1,1'-oxybisethane
5. 5
   건조The organic layer was dried (MgSO4)
6. 6
   여과filtered off
7. 7
   기타evaporated
8. 8
   기타The residue (11.7 g) was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH/NH4OH 99/1/0.1) (35-70 μm)
9. 9
   기타The pure fractions were collected
10. 10
    기타evaporated

실험 절차

A solution of butyllithium in hexane (119 ml) was added dropwise at -70° C. under nitrogen to a solution of N-(1-methylethyl)-2-propanamine (26.7 ml) in tetrahydrofuran (280 ml) and the mixture was stirred for 30 minutes. 1-(2-phenylethyl)-1,2,4-triazole (0.173 mol) in tetrahydrofuran (20 ml) was added and the mixture was stirred at -70° C. for 1 hour. N,N-dimethylformamide (17.4 ml) was added dropwise and the mixture was stirred at -70° C. for 1 hour and then at room temperarure for 2 hours. The mixture was poured into ice water and extracted with 1,1'-oxybisethane. The organic layer was dried (MgSO4), filtered off and evaporated. The residue (11.7 g) was purified by column chromatography over silica gel (eluent: CH2Cl2 /CH3OH/NH4OH 99/1/0.1) (35-70 μm). The pure fractions were collected and evaporated, yielding 7g (40%) of 2-(2-phenylethyl)-2H-1,2,4-triazole-3-carboxaldehyde (interm. 1).

출처