Reacción #1973925

ord-b71fbd3aaf5f44f7b8931f466d2e2bce

Ecuación de reacción

CC(C)OC(=O)N=NC(=O)OC(C)C
diisopropyl azo dicarboxylate
OCCCCCCCCCCCCBr
12-Bromododecan-1-ol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
O=C1NC(=O)c2ccccc21
phthalimide
O=C1c2ccccc2C(=O)N1CCCCCCCCCCCCBr
N-(12-Bromododecyl)phthalimide
Rendimiento 93.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe crude product was purified by column chromatography (cyclohexane/ethyl acetate 9:1)

Procedimiento

Following general procedure A, 70.0 mmol (18.6 g) of 12-Bromododecan-1-ol, 77.0 mmol (20.2 g) of triphenylphosphine, 77.0 mmol (11.3 g) of phthalimide and 77.0 mmol (16.1 mL) of diisopropyl azo dicarboxylate were reacted in 350 mL of tetrahydrofuran for 2.5 h and the mixture was processed accordingly. The crude product was purified by column chromatography (cyclohexane/ethyl acetate 9:1). Yield 93%.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08501199B2uspto-grants-2013_08