Reaction #1952957

Reaction equation

[C4F9SO2N(CH3)CH2]2CHOH

OCN(CH2)3Si(OCH2CH3)3

→

[C4F9SO2N(CH3)CH2]2CHOC(O)NH(CH2)3Si(OCH2CH3)3

Solvents

methyl ethyl ketone

Conditions

Workup

1. 1
   OtherA three-necked round bottom 500 mL flask fitted with a stirrer
2. 2
   Temperatureheating mantle, condenser, nitrogen inlet, Dean-Stark trap and thermometer
3. 3
   TemperatureThe mixture was heated
4. 4
   Otherapproximately 50 g of material was removed
5. 5
   TemperatureThe mixture was heated at 75° C. under nitrogen for 16 hours

Procedure

A three-necked round bottom 500 mL flask fitted with a stirrer, heating mantle, condenser, nitrogen inlet, Dean-Stark trap and thermometer was charged with [C4F9SO2N(CH3)CH2]2CHOH (204.6 g, 0.300 mol), and methyl ethyl ketone (250 g). The mixture was heated and approximately 50 g of material was removed using the Dean-Stark trap. The mixture was cooled to 30° C., and OCN(CH2)3Si(OCH2CH3)3 (74.4 g, 0.301 mol) and three drops of stannous octanoate were added. The mixture was heated at 75° C. under nitrogen for 16 hours. A clear, slightly yellow product ensued. Analysis of the product was consistent with [C4F9SO2N(CH3)CH2]2CHOC(O)NH(CH2)3 Si(OCH2CH3)3.

Source