Réaction #5739

Équation de réaction

[1,1':3',1"-terphenyl]-2'-yl (chlorosulfonyl)carbamate

n-dodecyl alcohol

triethylamine

→

title compound

Rendement 42.5%

[1,1':3',1"-Terphenyl]-2'-yl[(dodecyloxy)sulfonyl]carbamate

Rendement 42.5%

Solvants

THF

THF

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated in vacuo
2. 2
   Autrepartitioned between H2O and EtOAc
3. 3
   SéchageThe EtOAc layer was dried with MgSO4
4. 4
   Autreevaporated
5. 5
   Autreto give a white solid

Mode opératoire

A solution of [1,1':3',1"-terphenyl]-2'-yl (chlorosulfonyl)carbamate (5.0 g, 12.9 mmoles) in 75 mL THF was added dropwise to a solution of n-dodecyl alcohol (2.4 g, 12.9 mmoles) and triethylamine (1.3 g, 12.9 mmoles) in 100 mL THF at ~15° C. under an atmosphere of N2. The mixture was allowed to warm to room temperature for 16 hours, then concentrated in vacuo and partitioned between H2O and EtOAc. The EtOAc layer was dried with MgSO4 and evaporated to give a white solid. Chromatography (SiO2, 10% EtOAc/hexanes) gave 2.95 g of the title compound, mp 124°-126° C.

Source