反応 #3994

反応方程式

2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate

sodium thiophenoxide

→

desired product

1-Phenylmercapto-2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaene

溶媒

THF

HMPA

diethyl ether

反応条件

後処理

1. 1
   洗浄The solution is washed with saturated aqueous NH4Cl and water
2. 2
   その他dried
3. 3
   その他annd evaporated in vacuo
4. 4
   その他to give an oil
5. 5
   その他Purification on a silica gel
6. 6
   その他dry column

実験手順

To a solution of 1.85 g (5 mmol) of 2,5,9-trimethyl-11-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8,10-undecapentaenyl acetate in 25 ml of anhydrous THF and 8 ml of HMPA is added in portions 0.68 g (5.2 mmol) of sodium thiophenoxide. The resulting mixture is stirred at room temperature for 18 hours and then taken up in 250 ml of diethyl ether. The solution is washed with saturated aqueous NH4Cl and water, dried annd evaporated in vacuo to give an oil. Purification on a silica gel dry column gives the desired product.

出典