반응 #7919

반응 방정식

Potassium hydroxide

5-methoxy-1-indanone

butyraldehyde

→

2-butyl-5-methoxy-1-indanone

수율 104.1%

용매

ethanol

반응 조건

후처리

1. 1
   여과The mixture was filtered
2. 2
   기타the filtrate evaporated under vacuum
3. 3
   기타The residue was partitioned between EtOAc (200 mL) and water (200 mL)
4. 4
   workup.ADDITIONcontaining 2N HCl (5 mL)
5. 5
   세척The organic phase was washed with brine (100 mL)
6. 6
   건조dried over MgSO4
7. 7
   여과filtered
8. 8
   기타evaporated under vacuum

실험 절차

Potassium hydroxide (0.44 g, 85% weight pure, 6.67 mmol) and 10% palladium on activated carbon (0.42 g) were added to a mixture of 5-methoxy-1-indanone (5.0 g, 30.8 mmol) and butyraldehyde (3.3 mL, 37 mmol) in ethanol (30 mL). The resulting mixture was stirred under an atmosphere of hydrogen at room temperature for 2 hours. The mixture was filtered and the filtrate evaporated under vacuum. The residue was partitioned between EtOAc (200 mL) and water (200 mL) containing 2N HCl (5 mL). The organic phase was washed with brine (100 mL), dried over MgSO4, filtered, and evaporated under vacuum to afford crude 2-butyl-5-methoxy-1-indanone (7.0 g) as an oil.

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