4-Methoxybenzyl alcohol → p-Methoxybenzyl acrylate

HRID 36991

Reaction equation

HRID 36991 reaction equation
C(C1N(CC2C=CC=CC=2Cl)[C:7](/C=C(\CC2SC=CC=2)/C(O)=O)=[C:8]([CH2:10][OH:11])N=1)CCC.[CH3:31][O:32][C:33]1[CH:40]=[CH:39][C:36]([CH2:37][OH:38])=[CH:35][CH:34]=1>>[C:10]([O:38][CH2:37][C:36]1[CH:39]=[CH:40][C:33]([O:32][CH3:31])=[CH:34][CH:35]=1)(=[O:11])[CH:8]=[CH2:7]

Participants

3

Reactant 2

HCID 77384-Methoxybenzyl alcoholHCID 70041240(E)-3-[2-n-Butyl-1-[(2-chlorophenyl)methyl]-4-hydroxymethyl-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid

Product 1

HCID 346146p-Methoxybenzyl acrylate

Procedure

(E)-3-[2-n-Butyl-1-[(2-chlorophenyl)methyl]-4-hydroxymethyl-1H-imidazol-5-yl]-2-(2-thienyl)methyl-2-propenoic acid, prepared as in Example 19, is esterified with 4-methoxy-benzyl alcohol to give the p-methoxybenzyl propenoate. The 4-hydroxymethyl group in acetone is oxidized using an acidic aqueous solution containing chromic acid (Jones' reagent) and the ester is hydrolyzed using 10% sodium hydroxide to give the title compound.

Sources & evidence

ORD record
ord-3862763d9dd040f2bdcc091619a783c9
Source dataset
uspto-grants-1995_05
Patent number
US05418250

Linked notes

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