反応 #415478

反応方程式

tetrahydrofuran

triethylamine

α-(3-chlorophthalimido)-α-isopropyl-α-methylacetamide

tetrahydrofuran

tetrahydrofuran

carbon tetrachloride

→

nitrile

収率 73.7%

α-(3-Chlorophthalimido)-α-isoproyl-α-methylacetonitrile

収率 73.7%

溶媒

Water

反応条件

後処理

1. 1
   workup.ADDITIONis added dropwise 11.5 ml
2. 2
   温度to warm slowly to room temperature
3. 3
   抽出is extracted three times with ether
4. 4
   洗浄The combined extracts are washed with water
5. 5
   その他dried
6. 6
   その他evaporated
7. 7
   その他The residue is crystallized from ether-hexane

実験手順

To 60 ml. dry tetrahydrofuran, stirred and cooled to 0° C. is added dropwise 11.5 ml. titanium tetrachloride in 15 ml. dry carbon tetrachloride. To this cold mixture is added 8.82 grams of α-(3-chlorophthalimido)-α-isopropyl-α-methylacetamide in 50 ml. dry tetrahydrofuran, followed by 12.3 grams triethylamine in 20 ml. dry tetrahydrofuran. The reaction mixture is allowed to warm slowly to room temperature and kept overnight. Water is then added cautiously to the mixture while it is extracted three times with ether. The combined extracts are washed with water, dried, and evaporated. The residue is crystallized from ether-hexane to give 6.1 grams of the nitrile, melting point 71° C. to 72° C.

出典