反応 #417932

反応方程式

HCl

3-phenylbutanoyl chloride

phenol

pyridine

→

colourless oil

収率 83.8%

Phenyl 3-phenylbutanoate

収率 83.8%

溶媒

toluene

toluene

反応条件

後処理

1. 1
   workup.STIRRINGThe mixture was stirred intensely for 15 min
2. 2
   その他transferred into a separatory funnel
3. 3
   その他The aqueous layer was separated
4. 4
   洗浄the organic layer washed 4 times with water
5. 5
   乾燥brine and dried over MgSO4
6. 6
   その他The solvent was removed in a rotary evaporator
7. 7
   workup.DISTILLATIONthe residue short-path distilled at 125-128° C./0.07 mbar

実験手順

To the solution of phenol (8.62 g, 92 mmol) and 4-dimethylaminopyridine (400 mg) in toluene (110 ml) was added pyridine (18.1 g, 229 mmol) and the resulting solution was cooled to 10° C. Then a solution of 3-phenylbutanoyl chloride (20.1 g, 110 mmol) was added dropwise. The resulting mixture was stirred at room temperature for 24 h, and then cooled to 5° C. before the careful addition of 2N aq. HCl-solution (225 ml). The mixture was stirred intensely for 15 min, then diluted with toluene and transferred into a separatory funnel. The aqueous layer was separated and the organic layer washed 4 times with water, then brine and dried over MgSO4. The solvent was removed in a rotary evaporator and the residue short-path distilled at 125-128° C./0.07 mbar to yield 18.52 g (70%) of colourless oil.

出典