Reacción #10706

ord-38c21bccac1c466a9310412c0c189a9d

Ecuación de reacción

N#N
N2
COc1cscc1OC
3,4-dimethoxythiophene
Cc1ccccc1
toluene
CCCCCCCCCC[C@H](O)CO
(S)-1,2-dodecanediol
CCCCCCCCCCC1COc2cscc2O1
product
Rendimiento 68.8%
CCCCCCCCCCC1COc2cscc2O1
2-n-decyl-2,3-dihydro-thieno[3,4-b][1,4]dioxine
Rendimiento 68.8%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with NaHCO3
  2. 2
    Concentraciónthe organic phase was concentrated
  3. 3
    FiltraciónSubsequent filtration over SiO2

Procedimiento

A solution of 3,4-dimethoxythiophene (1.90 g), toluene (30 ml), (S)-1,2-dodecanediol (2.50 g) and p-toluenesulfonic acid monohydrate (100 mg) was heated at 95° C., continuously leading a N2-stream over the solution. After 24 h the reaction mixture was poured into ethyl acetate, washed with NaHCO3 and the organic phase was concentrated. Subsequent filtration over SiO2 using n-hexane/CH2Cl2 (98/2) as eluant resulted in pure product (2.40 g).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07094865B2uspto-grants-2006_08