p-Toluenesulfonic acid → HCID 57585869, compound

HRID 547645Notes

Reaction equation

HRID 547645 reaction equation
[O:1]1CCO[CH:2]1[C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[C:16]3[NH:17][C:18]([C:20]([F:23])([F:22])[F:21])=[N:19][C:15]=3[CH:14]=2)=[CH:8][CH:7]=1.CC1C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[F:23][C:20]([F:21])([F:22])[C:18]1[NH:19][C:15]2[CH:14]=[C:13]([O:12][C:9]3[CH:10]=[CH:11][C:6]([CH:2]=[O:1])=[CH:7][CH:8]=3)[CH:25]=[C:24]([C:26]([F:29])([F:28])[F:27])[C:16]=2[N:17]=1

Participants

4

Reactant 2

HCID 6101p-Toluenesulfonic acidHCID 178506272HCID 178506272, compound

Product 1

HCID 57585869HCID 57585869, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 5-{[4-(1,3-dioxolan-2-yl)phenyl]oxy}-2,7-bis(trifluoromethyl)-1H-benzimidazole (0.260 g, 0.622 mmol) and MP-TSOH (Argonaut, macroporous polymer supported tosic acid, approximately 0.842 g, 1.24 mmol) in acetone (2 mL) was stirred for 3 h, then filtered and concentrated to give the desired 4-{[2,4-bis(trifluoromethyl)-1H-benzimidazol-6-yl]oxy}benzaldehyde which was used without further purification.

Workup

  1. filtrationfiltered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-d9d2fa2b9f8a4bb6abc2c49875b35c17
Source dataset
uspto-grants-2011_05
Patent number
US07939528B2

Reaction notes

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