Methylparaben → 4-{2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-benzoic acid methyl ester

HRID 417082Notes

Reaction equation

HRID 417082 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:12]([CH:13]([CH:16]3[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]3)[CH2:14][OH:15])[C:11]3[CH:22]=[CH:23][CH:24]=[CH:25][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.O[C:27]1[CH:36]=[CH:35][C:30]([C:31]([O:33][CH3:34])=[O:32])=[CH:29][CH:28]=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>>[CH3:34][O:33][C:31](=[O:32])[C:30]1[CH:35]=[CH:36][C:27]([O:15][CH2:14][CH:13]([N:12]2[C:11]3[CH:22]=[CH:23][CH:24]=[CH:25][C:10]=3[N:9]=[C:8]2[C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[CH:16]2[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)=[CH:28][CH:29]=1

Participants

4

Reactant 3

HCID 7456MethylparabenHCID 97268Di-tert-butyl azodicarboxylateHCID 666194992-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-ethanol

Product 1

HCID 666193454-{2-[2-(4-Chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-ethoxy}-benzoic acid methyl ester

Procedure

The title compound was prepared in analogy to Example 4, intermediate, from 2-[2-(4-chloro-phenyl)-benzoimidazol-1-yl]-2-cyclohexyl-ethanol and methyl 4-hydroxy-benzoate (commercially available) and replacing di-ethyl azodicarboxylate by di-tert-butyl azodicarboxylate. White solid (58%). MS (Turbo Spray): m/z=489.3 [M+H].

Sources & evidence

ORD record
ord-cf03719efcf74b37b08f699e7ecd1c71
Source dataset
uspto-grants-2012_01
Patent number
US08088930B2

Reaction notes

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