反応 #975

反応方程式

4-phenyl-1-butanal

4-Phenyl-1-butanal

3-phenyl-1-propylmagnesium bromide

3-Phenyl-1-propylmagnesium bromide

→

alcohol

収率 88.8%

1,7-Diphenyl-4-heptanol

収率 88.8%

溶媒

THF

反応条件

後処理

1. 1
   その他The mixture was then quenched by the dropwise addition of saturated NH4Cl
2. 2
   workup.ADDITIONdiluted with ether
3. 3
   その他The phases were separated
4. 4
   洗浄the organic layer was washed with water and brine
5. 5
   乾燥dried over MgSO4
6. 6
   濃縮Concentration

実験手順

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.

出典