反応 #5148

反応方程式

methyl 4-bromomethyl benzoate

triphenylphosphine

→

(4-carbomethoxy)benzyltriphenylphosphonium bromide

収率 90.9%

溶媒

toluene

反応条件

後処理

1. 1
   その他To a 2 L 3-neck round bottom flask fitted with a glass stopper, rubber septum
2. 2
   温度reflux condenser with a nitrogen inlet tube
3. 3
   温度After cooling to room temperature
4. 4
   その他the reaction vessel was placed in an ice bath
5. 5
   ろ過The resulting precipitate was filtered
6. 6
   洗浄washed with toluene
7. 7
   その他dried in a vacuum oven

実験手順

To a 2 L 3-neck round bottom flask fitted with a glass stopper, rubber septum, and reflux condenser with a nitrogen inlet tube, was added 64.90 g (283 mmol) methyl 4-bromomethyl benzoate, 81.74 g (311 mmol) triphenylphosphine, and 744 mL toluene. The solution was heated at 80° C. for 5 h. After cooling to room temperature, the reaction vessel was placed in an ice bath. The resulting precipitate was filtered, washed with toluene, and dried in a vacuum oven to afford 126.35 g (89%) (4-carbomethoxy)benzyltriphenylphosphonium bromide as a white solid, mp.=248°-250° C.: 1H NMR (CDCl3, 200 MHz) d 3.86 (s, 3H), 5.70 (d, J=15.3 HZ, 2H), 7.24 (m, 4H), 7.71 (m, 15H).

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