反応 #2006478

反応方程式

Toluene

NaOH

5-amino-2-cyanobenzotrifluoride

phosgene

toluene

→

compound 8a

4-Isocyanato-2-trifluoromethyl-benzonitrile

溶媒

ethyl acetate

ethyl acetate

反応条件

後処理

1. 1
   その他to return at room temperature
2. 2
   温度the resulting solution was refluxed for 3 hrs
3. 3
   その他The first 6 mL of distilled solvent was removed
4. 4
   ろ過The solution was then filtrated
5. 5
   その他evaporated

実験手順

To a solution of 5-amino-2-cyanobenzotrifluoride (1a) (2.0 g, 10.7 mmol) in ethyl acetate (6 mL) at 0° C. under argon, was added dropwise a 2.0 M solution of phosgene in toluene (6.5 mL, 12.9 mmol). The solution was stirred 30 min at 0° C. and allowed to return at room temperature. Toluene (3 mL) was then added to the ethyl acetate and the resulting solution was refluxed for 3 hrs using a Dean-Stark apparatus, equipped with an HCl trap (solid NaOH). The first 6 mL of distilled solvent was removed and replaced by toluene (6 mL). The solution was then filtrated and evaporated to give compound 8a (1.6 g) as an orange oil which was directly used for the next step. IR: 2268 (strong), 2232 (weak) cm−1.

出典