3 ml at 0 u00b0 c over 5 minutes the mixture was stirred for an additional 5 minutes at room temperature the mixture was washed with brine extracted with ethyl acetate and chromatographed to yield 4b 0 592 g 1 87 mmol 94 a suspension of raney u00ae nickel in a methanolic solution of 4b 0 57 g in 50 ml 1 8 mmol was shaken under 50 psi of hydrogen atmosphere for 12 hours the mixture was filtered and the filtrate was concentrated and used for the next step without further purification 0 51 g 1 78 mmol 99 to a mixture of 4c 0 219 g 0 76 mmol and pyridine 0 06 g 0 76 mmol in dichloromethane 5 ml was added tert butylacetyl chloride 0 102 g 0 76 mmol the mixture was stirred at room temperature for 1 hour the mixture was washed with brine and extracted with ethyl acetate the organic layer was dried over mgso 4 concentrated and chromatographed to yield the title compound 0 262 g 0 73 mmol 96 1 h nmr cdcl 3 400 mhz u03b4 1 10 s 9h 2 20 s 2h 2 90 t j 5 8 hz 2h 3 92 s 6h 4 01.