Tripropylamine → HCID 57156548, compound

Participants

Reaction Conditions

Reaction Steps

In a flask fitted with a thermometer, a magnetic stirring bar, and a still head were placed 4.5 g of tri-n-propylamine, 9.1 g of 8-iodo-2,2,3,3,5,5,6,6-octafluoro-4-oxaoctanenitrile, and 6 ml of 2-methoxyethyl ether. The flask and contents were heated rapidly to 145° C. and then stirred at 130°-145° C. for 31/2 hours during which a colorless distillate was collected. Further distillate was obtained by reducing the pressure to 24 mm. The distillate was fractionally distilled to give 2,2,3,3,5,5,6,6-octafluoro-4-oxa-7-octenenitrile (4.14 g, 67.1% yield), b.p. 84° C. The 1H-NMR spectrum showed a multiple line pattern between 5.2 and 5.6 ppm; the 19F-NMR spectrum contained three lines: at -89.1 ppm for CF2 groups surrounding 0, -113.0 ppm for CF2 adjacent to CN, and -120.4 ppm for CF2 adjacent to CH=CH2 group (integral ratios 2:1:1).

Provenance & Evidence