Trifluoroacetic acid → (E)-3-[2-n-Butyl-1-{(4-carbomethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-benzyl-2-propenoic Acid

HRID 1033906Notes

Reaction equation

HRID 1033906 reaction equation
[CH2:1]([C:5]1[N:6]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([O:21][CH3:22])=[O:20])=[CH:15][CH:14]=2)[C:7]([CH:10]=O)=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].C(C1N(CC2C=CC(C(OCC)=O)=CC=2Cl)C(C=O)=CN=1)CCC.[C:47]1([CH2:53][CH2:54][C:55]([O:57]C(C)(C)C)=[O:56])[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1.FC(F)(F)C(O)=O>>[CH2:1]([C:5]1[N:6]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([C:19]([O:21][CH3:22])=[O:20])=[CH:15][CH:14]=2)[C:7](/[CH:10]=[C:54](\[CH2:53][C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)/[C:55]([OH:57])=[O:56])=[CH:8][N:9]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 4

HCID 6422Trifluoroacetic acidHCID 10334966Methyl 4-[(2-butyl-5-formyl-1H-imidazol-1-YL)methyl]benzoateHCID 10878309Benzenepropanoic acid, 1,1-dimethylethyl esterHCID 199367892-n-Butyl-1-(4-carboethoxy-2-chlorobenzyl)imidazole-5-aldehyde

Product 1

HCID 67849095(E)-3-[2-n-Butyl-1-{(4-carbomethoxyphenyl)methyl}-1H-imidazol-5-yl]-2-benzyl-2-propenoic Acid

Procedure

The title compound was prepared using 2-n-butyl-1-[(4-carbomethoxyphenyl)methyl]imidazole-5-aldehyde, prepared by the method described for the preparation of 2-n-butyl-1-[(4-carboethoxy-2-chlorophenyl)methyl]imidazole-5-aldehyde in Example 44, and t-butyl 3-phenylpropanoate by the procedure of Example 27, except, instead of basic hydrolysis, trifluoroacetic acid hydrolysis of the t-butyl ester is employed.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-5d1cc15cf6e944c9be305b34a6e2c374
Source dataset
uspto-grants-1994_05
Patent number
US05312828

Reaction notes

Loading…