반응 #582508

반응 방정식

methanol

4-bromoacetophenone

methyl 4-bromobenzoic acid

sodium hydride

→

4′-Bromo-2-(4-bromobenzoyl)acetophenone

용매

benzene

—

three

benzene

반응 조건

후처리

1. 1
   기타the reaction
2. 2
   온도After the mixture was refluxed overnight
3. 3
   기타the reaction was quenched
4. 4
   workup.ADDITIONby adding methanol
5. 5
   workup.ADDITIONpouring it into ice water
6. 6
   기타A solid was collected
7. 7
   세척washed with water
8. 8
   기타recrystallized from benzene
9. 9
   기타to give a light yellow product

실험 절차

In a 1-liter three neck round bottom flask, 43 g (0.2 mol) methyl 4-bromobenzoic acid and 17.6 g (0.4 mol) sodium hydride were dissolved in 200 ml dried benzene and heated to 60° C. Next, 39.8 g (0.2 mol) 4-bromoacetophenone in 100 ml dry benzene was slowly added through a dropping funnel, and 1 ml methanol was added to the flask to initiate the reaction. After the mixture was refluxed overnight, the reaction was quenched by adding methanol and pouring it into ice water. The pH of the mixture was brought down to 7.0 using 5 N sulfuric acid. A solid was collected, washed with water, and recrystallized from benzene to give a light yellow product. Characterization. Yield: 30.3 g (40%). 1H NMR (300 MHz, CDCl3, 20° C., δ): 7.84 (d, 4H, ArH); 7.62 (d, 4H, ArH); 6.77 (s, 2H, CH2). EI-MS: 382(M+), 301, 225, 183, 157.

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