Reacción #2175507

ord-a60e5b7ee8f84f738510cb7d0010cf7d

Ecuación de reacción

COC(=O)CC(=O)OC
dimethyl malonate
O=S(=O)(O)O
H2SO4
COC(=O)CC(=O)OC
dimethyl malonate
CCCCCCCCCCCCCCCCO
hexadecanol
CCCCCC.CCOC(C)=O
ethylacetate hexane
CCCCCCCCCCCCCCCCOC(=O)CC(=O)OCCCCCCCCCCCCCCCC
dihexadecyl malonate

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturathe mixture was heated
  2. 2
    Otrowas converted according to TLC (approximately 4 days)
  3. 3
    Extracciónextracted with water (3 times)
  4. 4
    Secadodried over MgSO4
  5. 5
    OtroAn 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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08435931B2uspto-grants-2013_05