Reacción #1563914

ord-11eb061cf0bb47e4a728f45cf72e0789

Ecuación de reacción

C=Cc1ccc2c(c1)OCO2
5-vinylbenzo[d][1,3]dioxole
CCc1ccc2c(c1)OCO2
5-ethylbenzo[d][1,3]dioxole
Rendimiento 50.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThen Pd/C was filtered
  2. 2
    Otrothe MeOH was removed

Procedimiento

A mixture of 5-vinylbenzo[d][1,3]dioxole (6.0 g, 40.5 mmol) and 10% Pd/C (840 mg) in MeOH (50 mL) was hydrogenated for 8 h at 10 atm. Then Pd/C was filtered and the MeOH was removed to give compound 5-ethylbenzo[d][1,3]dioxole (3.0 g, 50%) as colorless liquid. 1H-NMR (DMSO-d6): δ 1.11 (t, 3H, J=7.2 Hz), 2.50 (q, 2H, J1=7.2 Hz, J2=16 Hz), 5.93 (s, 2H), 6.64 (d, 1H, J=8 Hz), 6.77 (m, 2H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09402832B2uspto-grants-2016_08