Реакция #657261

Уравнение реакции

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

LiAlH4

→

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

Выход 73.0%

Растворители

THF

Et2O

Условия реакции

Обработка

1. 1
   ДругоеAfter 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
   ДругоеThe solids formed
4. 4
   Другоеwere removed by filtration, and 80 mL of dichloromethane
5. 5
   workup.ADDITIONwas added to the filtrate
6. 6
   ДругоеThe organic phase was separated
7. 7
   Промывкаwashed with distilled water (70 mL)
8. 8
   Другоеafter separation from the aqueous phase
9. 9
   Сушкаwas dried over MgSO4
10. 10
    ДругоеAfter separation of the organic phase
11. 11
    Другоеthe solvent was evaporated under vacuum
12. 12
    Другоеyielding a yellowish solid

Методика

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).

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