ethyl 2,2,3,3,4,4,4-heptafluorobutanoate

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylbenzofuran and ethyl heptafluorobutyrate as starting materials. The product was crystallized from petroleum ether. 1H NMR (CDCl3): 6.74 (s, 1 H); 7.35 (ddd, 1H, J=0.9 & 7.2 & 8.0 Hz); 7.52 (ddd, 1H, J=1.3 & 7.2 & 8.4 Hz); 7.58-7.61 (m, 1 H); 7.68 (d, 1H, J=0.9 Hz); 7.71-7.74 (m, 1 H). IR (film): 1614 (C═O); 1232 (C—F). The compound was synthesized The product was crystallized from petroleum ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylnaphthalene and ethyl heptafluorobutyrate as starting materials. The product was crystallized from petroleum ether. 1H NMR (CDCl3): 6.76 (s, 1 H); 7.57-7.66 (m, 2H); 7.90 (bd, 1 H); 7.93-7.94 (m, 2H); 7.98 (bd, 1 H); 8.53 (s, 1H). IR (film): 1602 (C═O); 1232 (C—F). The compound was synthesized The product was crystallized from petroleum ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylfuran and ethyl heptafluorobutyrate as starting materials. 1H NMR (CDCl3): 6.54 (s, 1 H); 6.65 (dd, 1H, J=1.6 & 3.6 Hz); 7.37 (dd, 1H, J=0.6 & 3.6 Hz); 7.70 (dd, 1H, J=0.6 & 1.6 Hz). IR (film): 1616 (C═O); 1231 (C—F). The compound was synthesized

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylthiophene and ethyl heptafluorobutyrate as starting materials. 1H NMR (CDCl3): 6.49 (s, 1 H); 7.21 (dd, 1H, J=3.8 & 5.1); 7.77 (dd, 1H, J=1.2 & 5.1 Hz); 7.85 (dd, 1H, J=1.2 & 3.8 Hz). IR (film): 1589 (C═O); 1230 (C—F). The compound was synthesized

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylbenzofuran and ethyl heptafluorobutyrate as starting materials. The product was crystallized from petroleum ether. 1H NMR (CDCl3): 6.74 (s, 1 H); 7.35 (ddd, 1H, J=0.9 & 7.2 & 8.0 Hz); 7.52 (ddd, 1H, J=1.3 & 7.2 & 8.4 Hz); 7.58-7.61 (m, 1 H); 7.68 (d, 1H, J=0.9 Hz); 7.71-7.74 (m, 1 H). IR (film): 1614 (C═O); 1232 (C—F). The compound was synthesized The product was crystallized from petroleum ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylnaphthalene and ethyl heptafluorobutyrate as starting materials. The product was crystallized from petroleum ether. 1H NMR (CDCl3): 6.76 (s, 1 H); 7.57-7.66 (m, 2H); 7.90 (bd, 1 H); 7.93-7.94 (m, 2H); 7.98 (bd, 1 H); 8.53 (s, 1H). IR (film): 1602 (C═O); 1232 (C—F). The compound was synthesized The product was crystallized from petroleum ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylfuran and ethyl heptafluorobutyrate as starting materials. 1H NMR (CDCl3): 6.54 (s, 1 H); 6.65 (dd, 1H, J=1.6 & 3.6 Hz); 7.37 (dd, 1H, J=0.6 & 3.6 Hz); 7.70 (dd, 1H, J=0.6 & 1.6 Hz). IR (film): 1616 (C═O); 1231 (C—F). The compound was synthesized

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylthiophene and ethyl heptafluorobutyrate as starting materials. 1H NMR (CDCl3): 6.49 (s, 1 H); 7.21 (dd, 1H, J=3.8 & 5.1); 7.77 (dd, 1H, J=1.2 & 5.1 Hz); 7.85 (dd, 1H, J=1.2 & 3.8 Hz). IR (film): 1589 (C═O); 1230 (C—F). The compound was synthesized

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylfuran and ethyl heptafluorobutyrate as starting materials. 1H NMR (CDCl3): 6.54 (s, 1 H); 6.65 (dd, 1 H, J=1.6 & 3.6 Hz); 7.37 (dd, 1 H, J=0.6 & 3.6 Hz); 7.70 (dd, 1 H, J=0.6 & 1.6 Hz). IR (film): 1616 (C═O); 1231 (C—F). The compound was synthesized

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetyl-thiophene and ethyl heptafluorobutyrate as starting materials. 1H NMR (CDCl3): 6.49 (s, 1 H); 7.21 (dd, 1 H, J=3.8 & 5.1); 7.77 (dd, 1 H, J=1.2 & 5.1 Hz); 7.85 (dd, 1 H, J=1.2 & 3.8 Hz). IR (film): 1589 (C═O); 1230 (C—F). The compound was synthesized

Conditions: temp:60.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A 3-necked flask, equipped with magnetic stirrer, reflux condenser and gas inlet tube, was charged with 121 g (0.5 mole) of ethyl perfluorobutyrate. The contents of the flask were heated to 60° C. and a slow stream of dimethylamine was passed in. The reaction is exothermic and the gas flow rate was adjusted to keep the temperature in the range of 60°-70° C. without external heat. Gas flow was continued until the weight increase of the flask showed absorption of 22.5 g (0.5 mole) of the amine. A 3-necked flask, equipped with magnetic stirrer reflux condenser and gas inlet tube in the range of 60°-70° C. increase of the flask

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: The compound was synthesized according to example 1 using 2-acetylbenzofuran and ethyl heptafluorobutyrate as starting materials. The product was crystallized from petroleum ether. 1H NMR (CDCl3): 6.74 (s, 1 H); 7.35 (ddd, 1H, J=0.9 & 7.2 & 8.0 Hz); 7.52 (ddd, 1H, J=1.3 & 7.2 & 8.4 Hz); 7.58-7.61 (m, 1 H); 7.68 (d, 1H, J=0.9 Hz); 7.71-7.74 (m, 1 H). IR (film): 1614 (C═O); 1232 (C—F). The compound was synthesized The product was crystallized from petroleum ether