Reacción #2467982

ord-2d6729835b0a4a46b4366bcf94673937

Ecuación de reacción

C=CC(=O)[O-]
acrylate
C=CC(=O)OC
Methyl acrylate
COC(=O)CS
methyl thioglycolate
C1CCNCC1
piperidine
C=CC(=O)[O-]
acrylate
C1CCNCC1
piperidine
COC(=O)CCSCC(=O)OC
product
Rendimiento 100.0%
COC(=O)CCSCC(=O)OC
Methyl 3-[(methoxycarbonyl)methylthio]propanoate
Rendimiento 100.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    LavadoThe chloroform layer was washed with water, brine
  2. 2
    Secadodried over Na2SO4
  3. 3
    FiltraciónThe solution was filtered
  4. 4
    Otroevaporated the solvent

Procedimiento

Methyl acrylate (4.25 g, 49.5 mmol) was added dropwise over 20 min to a stirred solution of methyl thioglycolate (5 g, 47.16 mmol) and piperidine (0.10 mL) at rt. When about half of the acrylate had been introduced, more piperidine (0.10 mL) was added. After completion of the addition of the acrylate, the reaction mixture was stirred for 1 h at rt. The mixture was diluted with 100 mL of chloroform. The chloroform layer was washed with water, brine and dried over Na2SO4. The solution was filtered and evaporated the solvent to give the product as an oil (9 g, 100%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08258119B2uspto-grants-2012_09