acetate hexane gave 16 6 g of 1 2 cyclosulfinyl 6 hexyl bromide in 92 yield the ratio of isomers in the product obtained was 1 1 83 rt 13 69 and 13 96 min based on the analysic data from gc column db 1 0 32 mm u00d7 30 m flow rate 1 2 ml min injection temperature 250 u00b0 c detector fid 280 u00b0 c 70 u2192 290 u00b0 c 10 u00b0 c min 1 h nmr in cdcl 3 ppm u03b41 5 2 1 6h m 3 44 2h t 3 96 0 65h t 4 36 0 35h m 4 53 0 7h m 4 72 0 65h dd 5 00 0 65h qn to a solution of s 1 2 cyclosulfinyl 5 hexyl chloride 6 g 30 3 mmol in acetonitrile 30 ml in a round flask equipped with a reflux condenser were added sodium carbonate 9 64 g 91 0 mmol and benzylamine 9 75 g 91 0 mmol according to the similar procedure as shown in the example 12 after being refluxed for 15 hrs to complete the reaction the reaction mixture was filtrated to remove solids and then the solvent was evaporated under reduced pressure the purification of the product using column chromatography on silica gel gave 5 96 g of s benzyl 3 hydroxymethylpiperridine in 96 yield the expected by product 3 hydroxyazepine was not formed at all 1 h nmr in cdcl 3 ppm u03b41 5 u02dc 1 75 6h m 2 25 1h m 2 6 1h m 2 95 1h m 3 48 1h d 3 59 1h dd 3 93 1h dd 4 13 1h.