تفاعل #975

معادلة التفاعل

4-phenyl-1-butanal

4-Phenyl-1-butanal

3-phenyl-1-propylmagnesium bromide

3-Phenyl-1-propylmagnesium bromide

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alcohol

المردود 88.8%

1,7-Diphenyl-4-heptanol

المردود 88.8%

المذيبات

THF

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر