Hydrochloric Acid → L-Tryptophan ethyl ester hydrochloride (1:1)
Reaction equation
[NH2:1][C@H:2]([C:13]([OH:15])=[O:14])[CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1.[ClH:16].[CH2:17](O)[CH3:18]>>[ClH:16].[CH2:17]([O:14][C:13](=[O:15])[C@H:2]([CH2:3][C:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[NH:6][CH:5]=1)[NH2:1])[CH3:18]Participants
4
Procedure
A mixture of L-tryptophan (14.3 g, 0.07 mol) in 200 ml of ethanol containing ~7 g of anhydrous HCl was refluxed for 5 hours. The mixture was cooled and the solid which separated was recrystallized from ethanol/ether. Yield 17.4 g (92.5%), m.p. 226°-228° C. The product has the formula: ##STR1575## The product may also be named ethyl L-2-amino-3-indolepropionate.
Workup
- temperaturewas refluxed for 5 hours
- temperatureThe mixture was cooled
- customthe solid which separated