Reacción #1973926

ord-9dcc29fbdba84880a314def9c8443d3f

Ecuación de reacción

CC(C)OC(=O)N=NC(=O)OC(C)C
diisopropyl azo dicarboxylate
OCCCCCCCCCCCCCCCCCCCCBr
20-Bromoeicosan-1-ol
c1ccc(P(c2ccccc2)c2ccccc2)cc1
triphenylphosphine
O=C1NC(=O)c2ccccc21
phthalimide
O=C1c2ccccc2C(=O)N1CCCCCCCCCCCCCCCCCCCCBr
N-(20-Bromoeicosyl)phthalimide
Rendimiento 66.0%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe crude product was purified by column chromatography (toluene)

Procedimiento

Following general procedure A, 69.4 mmol (26.2 g) of 20-Bromoeicosan-1-ol, 76.3 mmol (20.0 g) of triphenylphosphine, 76.3 mmol (11.2 g) of phthalimide and 76.3 mmol (15.5 mL) of diisopropyl azo dicarboxylate were reacted in 300 mL of tetrahydrofuran for 1 d and the mixture was processed accordingly. The crude product was purified by column chromatography (toluene). Yield 66%.

Fuente

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