Reaktion #5739

Reaktionsgleichung

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

n-dodecyl alcohol

triethylamine

→

title compound

Ausbeute 42.5%

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

Ausbeute 42.5%

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated in vacuo
2. 2
   Sonstigepartitioned between H2O and EtOAc
3. 3
   TrocknenThe EtOAc layer was dried with MgSO4
4. 4
   Sonstigeevaporated
5. 5
   Sonstigeto give a white solid

Vorschrift

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.

Quelle