تفاعل #3994

معادلة التفاعل

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

المذيبات

THF

HMPA

diethyl ether

ظروف التفاعل

المعالجة

1. 1
   غسيلThe solution is washed with saturated aqueous NH4Cl and water
2. 2
   أخرىdried
3. 3
   أخرىannd evaporated in vacuo
4. 4
   أخرىto give an oil
5. 5
   أخرىPurification on a silica gel
6. 6
   أخرىdry column

الإجراء التجريبي

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.

المصدر