반응 #710544

반응 방정식

sodium triacetoxyborohydride

4-fluoroaniline

isobutyraldehyde

→

(4-fluoro-phenyl)-isobutyl-amine

수율 54.3%

용매

DCM

반응 조건

후처리

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

실험 절차

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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