bath followed by the dropwise addition of concentrated h 2 so 4 0 74 g 0 007576 moles to provide a ph u02dc 0 7 4 phenyl 1 butene 1 0 g 0 007576 moles 1 equiv and azobisisobutyronitrile 0 25 g 0 001515 moles 0 20 equiv were then added the ice bath was removed and the mixture was heated to reflux temperature and stirred for 18 hours the majority of the ethanol was removed on a rotavap at 40 u00b0 c and the residue was taken up in water 30 ml and was basified with 10 aq naoh solution the solution was extracted with ether 2 u00d7 10 ml followed by acidification of the aqueous layer with concentrated hcl solution was saturated with nacl and extracted with ether 3 u00d7 20 ml ether layers were combined and washed with deionized water 2 u00d7 10 ml and dried over mgso 4 solvent was removed on a rotavap to yield 1 14 g 76 0 of title acid as a colorless oil which solidified on standing at room temperature tlc silica gel 20 1 1 ch 2 cl 2 ch 3 oh ch 3 co 2 h showed single spot at r f 0 16 anal calc 39 d for c 10 h 15 o 2 p c 60.