6-hydroxyhexanenitrile

Conditions: temp:120.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Dissolve 850 mg (3.8 mmol) 6-hydroxyhexanenitrile [obtained according to Eur. J. Med. Chem. 36 (4), 303-311 (2001)] in 15 ml DMF, add, at 0° C., 180 mg 60% sodium hydride (dispersion in mineral oil; approx. 4.5 mmol) and stir the mixture for 1 h at room temperature. Next, add 1.26 g (3.8 mmol) 4-chloro-5-(4-methoxyphenyl)-6-phenylfuro[2,3-d]pyrimidine and stir the mixture overnight at 120° C. After cooling, add water to the mixture and extract with ethyl acetate. Dry the organic phase, and concentrate by evaporation. Purify the residue by flash chromatography on silica gel (solvent: cyclohexane/ethyl acetate 2:1→cyclohexane/ethyl acetate 1:2). 1.05 g (68% of theor.) of an orange-coloured oil is obtained, which is used as raw product in further reactions. add, at 0° C. After cooling extract with ethyl acetate Dry the organic phase concentrate by evaporation Purify the residue by flash chromatography on silica gel (solvent: cyclohexane/ethyl acetate 2:1→cyclohexane/ethyl acetate 1:2) 1.05 g (68% of theor.) of an orange-coloured oil is obtained

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

Procedure: The reaction of epsilon-caprolactone with ammonia in the gas phase over alumina gives 22% of hex-1-ene-6-nitrile and 24% of epsilon-hydroxycapronitrile.