Hydrochloric Acid → N-benzyl-3-(4-carboxy-1,2,3-triazol-1-yl)pyrrolidine hydrochloride

HRID 1743000Notes

Reaction equation

HRID 1743000 reaction equation
[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH:17]=[C:16]([C:18]([O:20]CC)=[O:19])[N:15]=[N:14]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:23]>>[ClH:23].[CH2:1]([N:8]1[CH2:12][CH2:11][CH:10]([N:13]2[CH:17]=[C:16]([C:18]([OH:20])=[O:19])[N:15]=[N:14]2)[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 19006013N-benzyl-3-(4-ethoxy carbonyl-1,2,3-triazol-1-yl)-pyrrolidine

Product 1

HCID 19006014N-benzyl-3-(4-carboxy-1,2,3-triazol-1-yl)pyrrolidine hydrochloride

Conditions

Temperature
110 °C

Procedure

A solution of N-benzyl-3-(4-ethoxy carbonyl -1,2,3-triazol-1-yl)-pyrrolidine (5 g) in 5N HCl (200 ml) was heated under reflux at 110° C. for 16 hrs. The solution was evaporated under vacuum to dryness and the residue was crystallized from methanol/ether. Yield 3.6 g, 70.17%). 1H NMR (D2O) δ: 2.11-2.72 (m, 2H), 3.30-3.90 (m, 4H), 4.27 (S, 2H), 5.18-5.48 (m, 1H), 7.30 (S, 5H), 8.30 (S, 1H).

Workup

  1. customThe solution was evaporated under vacuum to dryness
  2. customthe residue was crystallized from methanol/ether

Sources & evidence

ORD record
ord-4b9887118f174b8aa40e9cc24e4b7b54
Source dataset
uspto-grants-1994_08
Patent number
US05342846

Reaction notes

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