Hydrochloric Acid → HCID 69871283, compound

HRID 1358566Notes

Reaction equation

HRID 1358566 reaction equation
[CH2:1]([O:3][CH:4]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[N:22]([CH3:23])[C:21]3[CH:24]=[C:25]([O:28][CH3:29])[CH:26]=[CH:27][C:20]=3[N:19]=2)=[CH:12][CH:11]=1)[C:5]([O:7]C)=[O:6])[CH3:2].[ClH:30]>O1CCOCC1>[ClH:30].[CH2:1]([O:3][CH:4]([CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][C:18]2[N:22]([CH3:23])[C:21]3[CH:24]=[C:25]([O:28][CH3:29])[CH:26]=[CH:27][C:20]=3[N:19]=2)=[CH:14][CH:15]=1)[C:5]([OH:7])=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 17822222HCID 17822222, compound

Product 1

HCID 69871283HCID 69871283, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A mixture of methyl 2-ethoxy-3-[4-(1-methyl-6-methoxy-1H-benzimidazol-2-ylmethoxy)phenyl]propionate (0.17 g), concentrated hydrochloric acid (2 ml) and dioxane (2 ml) was heated at reflux for 1.5 hours. The reaction mixture was concentrated and the water of the residue was removed by azeotropic distillation in dioxane and the crystals were isolated by filtration to afford the title compound (0.16 g, mp 143-146° C.).

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. concentrationThe reaction mixture was concentrated
  4. customthe water of the residue was removed by azeotropic distillation in dioxane
  5. customthe crystals were isolated by filtration

Sources & evidence

ORD record
ord-398a3b34b0294c6dabd35c71d4cff69c
Source dataset
uspto-grants-2003_07
Patent number
US06596751B2

Reaction notes

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