Hydrochloric Acid → HCID 45380877, compound

HRID 1402775Notes

Reaction equation

HRID 1402775 reaction equation
[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[CH2:10][CH:11]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)[CH2:12][C:13]([O:15]CC)=[O:14].[ClH:25].C1(C)C=CC=CC=1>C(O)(=O)C>[N:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH:3][C:2]=1[CH2:10][CH:11]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)[CH2:12][C:13]([OH:15])=[O:14].[ClH:25]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 1140TolueneHCID 66759550HCID 66759550, compound

Product 1

HCID 45380877HCID 45380877, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

The solution of ethyl 4-(2-benzimidazolyl)-3-(4-chlorophenyl)butanoate (200 mg) in a mixture of acetic acid (1 ml) and conc. HCl (0.25 ml) was heated at 100° C. for 1 h. Then toluene (30 ml) was added and all volatiles were removed by distillation. Distillation was repeated with further toluene (30 ml). The oily residue is treated with diethyl ether to induce crystallisation, triturated with acetone, and dried in vacuo to leave 4-(2-benzimidazolyl)-3-(4-chlorophenyl)butanoic acid•HCl (208 mg) as light red solid.

Workup

  1. customall volatiles were removed by distillation
  2. distillationDistillation
  3. additionThe oily residue is treated with diethyl ether
  4. customcrystallisation
  5. customtriturated with acetone
  6. customdried in vacuo

Sources & evidence

ORD record
ord-00ef448d76bc41fe89af68e5fde40e8c
Source dataset
uspto-grants-2014_12
Patent number
US08912186B2

Reaction notes

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