反応 #582508

反応方程式

methanol

4-bromoacetophenone

methyl 4-bromobenzoic acid

sodium hydride

→

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

溶媒

benzene

—

three

benzene

反応条件

後処理

1. 1
   その他the reaction
2. 2
   温度After the mixture was refluxed overnight
3. 3
   その他the reaction was quenched
4. 4
   workup.ADDITIONby adding methanol
5. 5
   workup.ADDITIONpouring it into ice water
6. 6
   その他A solid was collected
7. 7
   洗浄washed with water
8. 8
   その他recrystallized from benzene
9. 9
   その他to give a light yellow product

実験手順

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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