Reacción #161527

ord-ea32ee08ce064fb5bda1f6a81b5b12b7

Ecuación de reacción

O=C1c2ccccc2C(=O)N1CCCc1cccc(O)c1
phenol
O=C1c2ccccc2C(=O)N1CCCc1cccc(O)c1
2-[3-(3-hydroxyphenyl)propyl]isoindole-1,3-dione
CCCCCBr
pentyl bromide
CCCCCOc1cccc(CCCN2C(=O)c3ccccc3C2=O)c1
2-(3-(3-(pentyloxy)phenyl)propyl)isoindoline-1,3-dione

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Procedimiento

Alkylation reaction of phenol 58 with pentyl bromide gave 2-(3-(3-(pentyloxy)phenyl)propyl)isoindoline-1,3-dione as yellow oil. Yield (0.549 g, 46%): 1H NMR (400 MHz, CDCl3) δ 7.81-7.84 (m, 2H), 7.69-7.72 (m, 2H), 7.11-7.16 (m, 1H), 6.76 (d, J=7.6 Hz, 1H), 6.73 (s, 1H), 6.66 (dd, J=7.8, 2.2 Hz, 1H), 3.91 (t, J=6.8 Hz, 2H), 3.74 (t, J=7.2 Hz, 2H), 2.65 (t, J=7.6 Hz, 2H), 2.01-2.07 (m, 2H), 1.73-1.78 (m, 2H), 1.34-1.48 (m, 4H), 0.92 (t, J=7.2 Hz, 3H).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08829244B2uspto-grants-2014_09