Formaldehyde → H-Tpi-ome hcl

HRID 1249095Notes

Reaction equation

HRID 1249095 reaction equation
[ClH:1].[CH3:2][O:3][C:4](=[O:17])[C@H:5]([CH2:7][C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][CH:9]=1)[NH2:6].[CH2:18]=O>CO>[ClH:1].[CH2:18]1[C:9]2[NH:10][C:11]3[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=3)[C:8]=2[CH2:7][C@@H:5]([C:4]([O:3][CH3:2])=[O:17])[NH:6]1

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 2734891Methyl tryptophanate hydrochloride

Product 1

HCID 12655248H-Tpi-ome hclYield 82.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

L-Tryptophan methyl ester hydrochloride (5.09 g) is dissolved in methanol (60 ml) and thereto is added 35% formalin (1.89 g). The mixture is stirred at room temperature overnight, and the solvent is distilled off. The residue is recrystallized from methanol to give the title compound (4.42 g, 82.9%) as colorless needles, m.p. 250°-253° C.

Workup

  1. distillationthe solvent is distilled off
  2. customThe residue is recrystallized from methanol

Sources & evidence

ORD record
ord-85fa9f0b69ad433c9dae6c1ba92b4164
Source dataset
uspto-grants-1986_12
Patent number
US04628057

Reaction notes

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