Hydrochloric Acid → 2-[5-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]propanoic acid

HRID 1947756Notes

Reaction equation

HRID 1947756 reaction equation
C([O:5][C:6](=[O:18])[CH:7]([N:9]1[C:13]([C:14]([O:16][CH3:17])=[O:15])=[CH:12][N:11]=[N:10]1)[CH3:8])(C)(C)C.Cl>O1CCOCC1>[CH3:17][O:16][C:14]([C:13]1[N:9]([CH:7]([CH3:8])[C:6]([OH:18])=[O:5])[N:10]=[N:11][CH:12]=1)=[O:15]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66839037methyl 1-(2-tert-butoxy-1-methyl-2-oxoethyl)-1H-1,2,3-triazole-5-carboxylate

Product 1

HCID 579074512-[5-(methoxycarbonyl)-1H-1,2,3-triazol-1-yl]propanoic acidYield 87%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of 0.40 g (1.6 mmol) of methyl 1-(2-tert-butoxy-1-methyl-2-oxoethyl)-1H-1,2,3-triazole-5-carboxylate from step A above in 3 mL of anhydrous 1,4-dioxane was added 2.7 mL (11 mmol) of a 4.0 M hydrogen chloride solution in 1,4-dioxane. The resulting mixture was stirred for 1 h and then evaporated to dryness to afford the title compound as an off-white solid (0.27 g, 87%). LC-MS: m/z (ES) 200 (MH)+.

Workup

  1. customevaporated to dryness

Sources & evidence

ORD record
ord-2f3714d628ac42fc96e19d28202bf353
Source dataset
uspto-grants-2013_03
Patent number
US08399480B2

Reaction notes

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