and poured into a mixture of water and ipe the organic layer was separated and washed with saturated aqueous nahco 3 and saturated aqueous nacl dried over na 2 so 4 and concentrated in vacuo the crude residue was crystallized from hexanes to give a white solid 8 19 g yield 65 1 h nmr cdcl 3 u03b41 17 t 3h 1 48 s 9h 1 55 s 2h 2 61 m 1h 2 71 m 1h 3 31 3 50 m 3h 4 11 d 2h 4 49 d 1h 7 06 br s 1h 7 17 d 1h 7 54 m 1h 8 40 s 1h a 70 aqueous solution of cf 3 ch 2 nhnh 2 325 ml 1 986 mol obtained from aldrich was extracted with toluene 3 u00d7 1200 ml to a solution of the product made according to step a 600 g 1 655 mol in toluene 900 ml was first added the combined toluene extracts containing the anhydrous 2 2 2 trifluoroethyl hydrazine followed by acetic acid 121 4 g 1 986 mol the reaction mixture was heated at about 70 u00b0 c for about 2 hours then another toluene extractlon of 70 aqueous 2 2 2 trifluoroethyl hydrazine 50 g was added the reaction mixture was heated at about 80 u00b0 c for about 3 5 hours cooled to room temperature and diluted with saturated aqueous nahco 3 2 l the toluene layer was separated and washed with saturated aqueous nacl dried over na 2 so 4 and concentrated in vacuo to give an.