反応 #343151

反応方程式

potassium pentafluoropropionate

6-methoxy-5-bromo-1-cyanonaphthalene

toluene

N,N-dimethylformamide

→

6-methoxy-5-pentafluoroethyl-1-cyanonaphthalene

溶媒

toluene water

methylene chloride

water

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   ろ過The two phases were filtered
3. 3
   その他after which the organic layer was separated
4. 4
   洗浄washed with brine
5. 5
   濃縮concentrated in vacuo

実験手順

A suitable reaction vessel was charged with 8.1 g of 6-methoxy-5-bromo-1-cyanonaphthalene, 11.8 g of CuI, 35 ml of toluene, and 55 ml of N,N-dimethylformamide. The reaction mixture was heated to 165° C. with concurrent azeotropic removal at toluene/water (25 ml) and then maintained at 155° C. when 11.8 g of potassium pentafluoropropionate was added. The reaction was monitored by VPC. After five hours no starting material was detected and the reaction mixture was poured into 150 ml of water and 125 ml of methylene chloride. The two phases were filtered, after which the organic layer was separated, washed with brine, and concentrated in vacuo to provide a crude 6-methoxy-5-pentafluoroethyl-1-cyanonaphthalene (6-MPCN) having a purity of greater than 95%.

出典