Ethanol → Diethyl 2-(cyclopropylmethyl)malonate

反応式

[CH3:1][CH2:2][O-:3].[Na+].C([C:7]([CH2:14][CH3:15])([C:11]([O-:13])=O)[C:8]([O-:10])=[O:9])C.Br[CH2:17][CH:18]1CC1.[CH3:21][CH2:22]O>>[CH2:2]([O:3][C:11](=[O:13])[CH:7]([CH2:14][CH:15]1[CH2:22][CH2:21]1)[C:8]([O:10][CH2:17][CH3:18])=[O:9])[CH3:1]

参加物

反応物 4

HCID 702Ethanol2 回

HCID 81503Bromomethylcyclopropane

HCID 2723922Sodium ethoxide

HCID 69515632,2-Diethylpropanedioate

生成物 1

HCID 11564752Diethyl 2-(cyclopropylmethyl)malonate

実験手順

A solution of NaOEt in EtOH (2.7 M, 2.6 mL, 6.9 mmol) is cooled at 0° C. and diethylmalonate (0.95 mL, 6.2 mmol) is added with another 1.5 mL of EtOH. Bromo methyl cyclopropane (0.67 mL, 6.9 mmol) is subsequently added. The resulting mixture is allowed to reach room temperature and stirred overnight. The mixture is then quenched with water and extracted with ether. The organic phase is dried and evaporated to give the desired product that is used as such.