Iodoethane → HCID 54148847, compound

Participants

Reaction Steps

Sodium hydroxide (4.6 g) was finely divided in an argon atmosphere, and thereafter methylene chloride (160 mL), N-tert-butoxycarbonyl-L-tryptophan (10.0 g), iodoethane (13.2 mL), and tetra-n-butylammonium hydrogensulfate (1.1 g) was added thereto, and the mixture was stirred for 64 hours at room temperature. The reaction mixture was washed with a 10% aqueous citric acid solution and saturated sodium chloride solution, and thereafter the organic layer was dried over anhydrous sodium sulfate. The residue obtained by distilling off the solvent under a reduced pressure was purified with silica gel column chromatography (chloroform:methanol=200:1), to give the captioned compound (5.7 g, 52%) as an oily product.

Provenance & Evidence