0 66 g 3 5 mm tryptophanol in 30 ml dichloromethane and 0 4 ml triethyl amine after stirring 3 hours at room temperature water and koh were added to neutral ph and the reaction was extracted with dichloromethane evaporation gave 0 61 g viscous oil 63 yield nmr cdcl 3 7 50 7 05 10h m 3 65 2h m 3 32 2h t j 7 3 hz 2 92 3h m 2 53 2h t j 7 3 hz 0 45 g 3 mm hydrocinnamic acid and 3 ml thionyl chloride in 30 ml cyclohexane were refluxed for 2 hours evaporation gave a light yellow solid to which were added 0 58 g 3 5 mm tyrosinol in 30 ml dichloromethane and 0 4 ml triethyl amine after stirring for 2 5 hours at room temperature water and koh were added to attain neutral ph and the reaction was extracted with dichloromethane evaporation gave 0 57 g light yellow viscous oil 63 yield nmr cdcl 3 7 40 7 10 9h m 3 60 2h m 3 35 2h t j 7 2 hz 2 95 3h m 2 50 2h t j 7 2 hz 0 38 g 2 mm 3 indole propionic acid and 2 ml.