Reacción #2175507
ord-a60e5b7ee8f84f738510cb7d0010cf7d
Ecuación de reacción
dimethyl malonate
H2SO4
dimethyl malonate
hexadecanol
ethylacetate hexane
→
dihexadecyl malonate
Reactivos
Ninguno
Disolventes
Condiciones de reacción
Condiciones detalladas
See reaction.notes.procedure_details.
Tratamiento posterior
- 1Temperaturathe mixture was heated
- 2Otrowas converted according to TLC (approximately 4 days)
- 3Extracciónextracted with water (3 times)
- 4Secadodried over MgSO4
- 5OtroAn analytically pure sample was obtained by column chromatography on silica gel using
Procedimiento
H2SO4 (conc) (0.1 mL, 0.0036 mol % was slowly added to a mixture of dimethyl malonate (2 g, 0.015 mol) and hexadecanol (15 mL, 0.061 mol) and the mixture was heated at reflux until all dimethyl malonate was converted according to TLC (approximately 4 days). The product mixture was dissolved in dichloromethane (DCM), extracted with water (3 times) and dried over MgSO4. An analytically pure sample was obtained by column chromatography on silica gel using a 1:9 mixture of ethylacetate/hexane. Yield: 5.5 g (65.7%), see JP 57067510.