Reaction #1973925

Reaction equation

diisopropyl azo dicarboxylate

12-Bromododecan-1-ol

triphenylphosphine

phthalimide

→

N-(12-Bromododecyl)phthalimide

Yield 93.0%

Solvents

tetrahydrofuran

Conditions

Workup

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

Procedure

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%.

Source