Hydrochloric Acid → Hydrochloric Acid

HRID 68005Notes

Reaction equation

HRID 68005 reaction equation
C[O:2][C:3](=[O:18])[C@:4]([CH:16]=[CH2:17])([CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)[NH2:5].CO.[OH-].[Na+].[ClH:23]>O>[ClH:23].[ClH:23].[CH:16]([C@@:4]([C:3]([OH:18])=[O:2])([CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][CH:8]=1)[NH2:5])=[CH2:17]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 54086905alpha-Vinyltryptophan methyl ester

Product 2

HCID 313Hydrochloric AcidHCID 70529730HCID 70529730, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Treatment of α-vinyltryptophan methyl ester in 1.1 methanol:water with two equivalents of sodium hydroxide, neutralization of the reaction mixture with 1 N aqueous hydrochloric acid, and purification of the crude amino acid on DOWEX 50W-X4 cation exchange resin (elution with water and then 2 N aqueous hydrochloric acid) gives α-vinyltryptophan hydrochloride.

Workup

  1. washelution with water

Sources & evidence

ORD record
ord-f52cc0bab89e4b419ae002d32d939afd
Source dataset
uspto-grants-1982_08
Patent number
US04347375

Reaction notes

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