反応 #414483

反応方程式

sodium boron hydride

hydrochloric acid

sodium hydrogen sulfite

sodium chloride

sodium periodate

geniposide

→

genipin

収率 73.8%

溶媒

ether

water

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction mixture was further stirred at room temperature for two hours
2. 2
   workup.STIRRINGthe reaction mixture was stirred at room temperature for four hours
3. 3
   workup.STIRRINGthe reaction mixture was stirred
4. 4
   その他to thereby separate an ether layer
5. 5
   その他After the ether layer was separated
6. 6
   その他dried
7. 7
   workup.DISTILLATIONether was distilled off
8. 8
   その他a yellow solid was obtained
9. 9
   その他The solid was further recrystallized from methanol and ether

実験手順

First, 100 g of geniposide was dissolved in 650 ml of water. After 115 g of sodium periodate was added to the solution, the reaction mixture was stirred at room temperature for two hours. After 41 g of sodium boron hydride was further added, the reaction mixture was further stirred at room temperature for two hours. Subsequently, a 6N aqueous hydrochloric acid solution and ether were added, the reaction mixture was stirred at room temperature for four hours After the addition of sodium hydrogen sulfite and sodium chloride, the reaction mixture was stirred to thereby separate an ether layer. After the ether layer was separated and dried, ether was distilled off, and a yellow solid was obtained. The solid was further recrystallized from methanol and ether to yield 43 g of genipin.

出典