反応 #703728

反応方程式

2,6-diethyl-2,3,6-trimethyl-4-piperidinol

Compound 1

2,6-diethyl-2,3,6-trimethyl-4-piperidinol

methyl tetrolate

sodium hydride

→

Compound 97

収率 76.0%

Methyl 3-(2,6-diethyl-2,3,6-trimethyl-4-piperidyloxy)crotonate

収率 76.0%

溶媒

benzene

benzene

反応条件

後処理

1. 1
   温度cooling to the mixture
2. 2
   workup.STIRRINGthe whole mixture was stirred at room temperature for 64 hours
3. 3
   抽出extracted with ethyl acetate
4. 4
   洗浄The extract was washed with a saturated aqueous solution of sodium chloride
5. 5
   乾燥dried over anhydrous sodium sulphate
6. 6
   その他After removing the solvent
7. 7
   workup.DISTILLATIONthe residue was distilled under reduced pressure

実験手順

To a solution of 3.0 g of 2,6-diethyl-2,3,6-trimethyl-4-piperidinol (Compound 1) in 30 ml of benzene was added, in small portions at room temperature, 0.72 g of 50 % sodium hydride. The mixture was then stirred for 30 minutes at room temperature. A solution of 2.2 g of methyl tetrolate in 10 ml of benzene was then added dropwise, with ice-cooling to the mixture and the whole mixture was stirred at room temperature for 64 hours. The mixture was then poured into ice water and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous sodium sulphate. After removing the solvent, the residue was distilled under reduced pressure, giving 3.4 g of Compound 97 as a pale yellow oil (bp 109° - 111° C/0.15 mmHg).

出典