반응 #975

반응 방정식

4-phenyl-1-butanal

4-Phenyl-1-butanal

3-phenyl-1-propylmagnesium bromide

3-Phenyl-1-propylmagnesium bromide

→

alcohol

수율 88.8%

1,7-Diphenyl-4-heptanol

수율 88.8%

용매

THF

반응 조건

후처리

1. 1
   기타The mixture was then quenched by the dropwise addition of saturated NH4Cl
2. 2
   workup.ADDITIONdiluted with ether
3. 3
   기타The phases were separated
4. 4
   세척the organic layer was washed with water and brine
5. 5
   건조dried over MgSO4
6. 6
   농축Concentration

실험 절차

To a solution of 700 mg (4.7 mmol) of 4-phenyl-1-butanal (119) in 5.0 mL of THF at 0° C. was added 10.0 mL (5.0 mmol) of 3-phenyl-1-propylmagnesium bromide (120) and the resulting mixture was stirred at 0° C. for 0.5 h. The mixture was then quenched by the dropwise addition of saturated NH4Cl and diluted with ether. The phases were separated and the organic layer was washed with water and brine and then dried over MgSO4. Concentration gave 1.12 g of the alcohol 121 as an oil. 1H NMR spectrum was consistent with the structure.

출처