Trifluoroacetic acid → (E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid trifluoroacetate

HRID 1446518Notes

Reaction equation

HRID 1446518 reaction equation
C([O:5][C:6](=[O:27])/[C:7](=[CH:12]/[C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH:23]=[C:22]([CH3:24])[N:21]=[CH:20]2)=[C:15]([O:25][CH3:26])[CH:14]=1)/[CH2:8][CH2:9][CH2:10][Cl:11])(C)(C)C.[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31]>C(Cl)Cl>[F:28][C:29]([F:34])([F:33])[C:30]([OH:32])=[O:31].[Cl:11][CH2:10][CH2:9][CH2:8]/[C:7](=[CH:12]\[C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH:23]=[C:22]([CH3:24])[N:21]=[CH:20]2)=[C:15]([O:25][CH3:26])[CH:14]=1)/[C:6]([OH:27])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66961128HCID 66961128, compound

Product 1

HCID 66960186(E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a methylene chloride (20 mL) solution of (E)-5-chloro-2-(3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene)valeric acid tert-butyl ester (5 g), trifluoroacetic acid (10 mL) was added and the reaction solution was agitated at room temperature for 2 hours. After confirming disappearance of the starting materials, the reaction solution was concentrated under reduced pressure. The resulted solids were separated by filtering and 5.7 g of the title compound was obtained by washing with ethyl acetate further. The physical properties of the compound are as follows.

Workup

  1. concentrationthe reaction solution was concentrated under reduced pressure
  2. customThe resulted solids were separated
  3. filtrationby filtering

Sources & evidence

ORD record
ord-49bacab14c41464788bc4233ab9c79e1
Source dataset
uspto-grants-2010_02
Patent number
US07667041B2

Reaction notes

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