Hydrochloric Acid → HCID 19805555, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 6.0 g. (21 mMol) of the aminopentanoic acid from c) and 5.3 g. (52.5 mMol) triethylamine in 100 ml. methylene chloride are added portionwise at 0° C. 4.4 g. (21 mMol) 4-chlorobenzenesulphonic acid chloride, followed by stirring for 1 hour at 0° C. and for 1 hour at ambient temperature. The reaction mixture is shaken out with 2N hydrochloric acid and the organic phase is dried over anhydrous sodium sulphate and evaporated. There are obtained 9.8 g. of the ester in the form of a pale yellow oil which is converted into the free acid by heating with 30 ml. 2N aqueous sodium hydroxide solution in 30 ml. methanol to 50° C. and subsequent acidification with concentrated hydrochloric acid. The yield is 7.4 g. (85% of theory) of colourless crystals; m.p. 118°-120° C.

Provenance & Evidence