Реакция #710544

Уравнение реакции

sodium triacetoxyborohydride

4-fluoroaniline

isobutyraldehyde

→

(4-fluoro-phenyl)-isobutyl-amine

Выход 54.3%

Растворители

DCM

Условия реакции

Обработка

1. 1
   КонцентрированиеThe reaction was concentrated
2. 2
   workup.DISSOLUTIONdissolved in DCM
3. 3
   СушкаMeOH, dry loaded onto silica
4. 4
   Другоеthen purified by silica gel column chromatography (0-25% DCM in cyclohexane)

Методика

To a solution of 4-fluoroaniline (1 g, 9 mmol) in DCM (20 mL) at room temperature was added isobutyraldehyde (985 μL, 10.8 mmol) followed by portionwise sodium triacetoxyborohydride (2.86 g, 13.5 mmol) and the reaction was stirred at room temperature for 64 hours. The reaction was concentrated and then dissolved in DCM and MeOH, dry loaded onto silica then purified by silica gel column chromatography (0-25% DCM in cyclohexane) to give (4-fluoro-phenyl)-isobutyl-amine (817 mg, 54%). LCMS (m/z, Method A) ES+ 168 [M+1]+.

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