반응 #1300

반응 방정식

benzyl alcohol

KOCN

4-bromo-2-fluorobenzyl bromide

→

O-benzyl N-(4-bromo-2-fluorobenzyl)carbamate

용매

DMF

반응 조건

후처리

1. 1
   기타drying tube
2. 2
   기타to the stirred reaction mixture by means of a dropping funnel
3. 3
   온도The resulting suspension is subsequently heated
4. 4
   workup.STIRRINGfurther stirred at this temperature for approximately 1.5 h
5. 5
   온도The mixture is then cooled to room temperature
6. 6
   여과The salt present in the reaction mixture is filtered off by suction via a frit
7. 7
   기타The solvent and excess benzyl alcohol are removed from the filtrate in vacuo
8. 8
   온도The light yellow oily residue is cooled with ice for crystallization
9. 9
   기타The bright crystalline mass produced
10. 10
    세척is washed with water
11. 11
    여과filtered
12. 12
    기타dried

실험 절차

Anhydrous and amine-free DMF (180 ml) and benzyl alcohol (28 ml) and KOCN (0.247 mol, 20 g) are charged into a 500 ml 2-neck round bottom flask having a reflux condenser and drying tube. A solution of 4-bromo-2-fluorobenzyl bromide (0.075 mol, 20 g) in DMF (20 ml) is added rapidly (in the course of 1 min) at room temperature to the stirred reaction mixture by means of a dropping funnel. The resulting suspension is subsequently heated with stirring to approximately 110° C. and further stirred at this temperature for approximately 1.5 h. The mixture is then cooled to room temperature. The salt present in the reaction mixture is filtered off by suction via a frit. The solvent and excess benzyl alcohol are removed from the filtrate in vacuo. The light yellow oily residue is cooled with ice for crystallization. The bright crystalline mass produced is washed with water, filtered and dried. Yield: 23.2 g (:91.5% of theory) M.p.: 82°-84° C. GC/MS: M+ =337, IR in KBr [cm-1 ]: 3342 (m) N--H, 1689 (s) C=O, 1535 (m) NH--C, 1276 (m) C--O--C

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