تفاعل #1885011

معادلة التفاعل

water

Acetovanillone

potassium carbonate

ethyl-4-bromobutyrate

→

ethyl 4-(4-ethanoyl-2-methoxyphenoxy)butanoate

المردود 98.1%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirred for 24 h
2. 2
   أخرىThe product was isolated by filtration

الإجراء التجريبي

Acetovanillone (16.6 g, 0.10 mol), potassium carbonate (30.0 g, 0.22 mol) and ethyl-4-bromobutyrate (17 mL, 0.12 mol) were combined in dimethylformamide (50 mL) and stirred under Argon for 17.5 h. The reaction was poured into water (800 mL) and stirred for 24 h. The product was isolated by filtration to yield ethyl 4-(4-ethanoyl-2-methoxyphenoxy)butanoate (27.5 g, 98%) as a white powder. 1H NMR (δ, ppm): 1.28 (t, CO2CH2CH3), 2.21 (p, ArOCH2CH2CH2), 2.56 (t, ArOCH2CH2CH2), 2.60 (s, ArCOCH3), 3.92 (s, ArOCH3), 4.13 (t, ArOCH2), 4.18 (q, CO2CH2), 6.92 (d, aromatic H ortho to ArOCH2), 7.54 (s, aromatic H ortho to ArOCH3), 7.58 (d, aromatic H ortho to ArCOCH3).

المصدر