反応 #6000

反応方程式

pivaloyl chloride

N-carbobenzoxydopamine

sodium carbonate

→

desired compound

収率 80.1%

3,4-di-O-pivaloyl-N-carbobenzoxydopamine

収率 80.1%

溶媒

pyridine

反応条件

後処理

1. 1
   その他to react at 35° to 40° C. for 3 hours
2. 2
   workup.ADDITIONFurther, the reaction mixture was poured into ice
3. 3
   抽出After extracting with diethyl ether
4. 4
   乾燥drying over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off
6. 6
   その他to give crude crystals
7. 7
   その他The resulting crude crystals then recrystallized from petroleum ether

実験手順

To 150 ml of a pyridine solution containing 23.0 g (98 mmol) of N-carbobenzoxydopamine obtained in Synthetic Example 1-(1), was added 24.1 g (200 mmol) of pivaloyl chloride dropwise at 5° to 10° C. After stirring at room temperature for 12 hours, the mixture was allowed to react at 35° to 40° C. for 3 hours. Further, the reaction mixture was poured into ice and a sodium carbonate solution and the stirring was continued at room temperature for 30 minutes. After extracting with diethyl ether and drying over anhydrous magnesium sulfate, the solvent was distilled off to give crude crystals. The resulting crude crystals then recrystallized from petroleum ether to obtain 27.1 g (yield: 80.1%) of the desired compound in the form of white crystals

出典