반응 #657261

반응 방정식

trimethyl 1-trityl-3,4,5-pyrazoletricarboxylate

LiAlH4

→

1-trityl-3,4,5-tris(hydroxymethyl)pyrazole

수율 73.0%

용매

THF

Et2O

반응 조건

후처리

1. 1
   기타After this time, the reaction was quenched by the slow addition of 1.5 mL of distilled water
2. 2
   workup.ADDITIONfollowed by addition of 1.5 mL of 10% NaOH and 3.5 mL of water
3. 3
   기타The solids formed
4. 4
   기타were removed by filtration, and 80 mL of dichloromethane
5. 5
   workup.ADDITIONwas added to the filtrate
6. 6
   기타The organic phase was separated
7. 7
   세척washed with distilled water (70 mL)
8. 8
   기타after separation from the aqueous phase
9. 9
   건조was dried over MgSO4
10. 10
    기타After separation of the organic phase
11. 11
    기타the solvent was evaporated under vacuum
12. 12
    기타yielding a yellowish solid

실험 절차

To a solution of trimethyl 1-trityl-3,4,5-pyrazoletricarboxylate (3.034 g, 6.26 mmol) in dry THF (60 mL) were added 50 mL of 1.0 M LiAlH4 in Et2O. The resulting solution was stirred for about 16 h at room temperature (20-25° C.). After this time, the reaction was quenched by the slow addition of 1.5 mL of distilled water, followed by addition of 1.5 mL of 10% NaOH and 3.5 mL of water. The solids formed were removed by filtration, and 80 mL of dichloromethane was added to the filtrate. The organic phase was separated, washed with distilled water (70 mL) and, after separation from the aqueous phase, was dried over MgSO4. After separation of the organic phase, the solvent was evaporated under vacuum yielding a yellowish solid. Yield: 73% (1.823 g, 4.54 mmol).

출처