Methyl Salicylate → Methyl 2-(oxiran-2-ylmethoxy)benzoate

HRID 544423

Reaction equation

HRID 544423 reaction equation
[C:1]([O:10][CH3:11])(=[O:9])[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].OC1C=CC(C[CH2:20][C:21]([O:23][CH3:24])=O)=CC=1>>[O:23]1[CH2:24][CH:21]1[CH2:20][O:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[C:1]([O:10][CH3:11])=[O:9]

Participants

3

Reactant 2

HCID 4133Methyl SalicylateHCID 79706Benzenepropanoic acid, 4-hydroxy-, methyl ester

Product 1

HCID 279510Methyl 2-(oxiran-2-ylmethoxy)benzoate

Procedure

The procedure of Example VII for producing methyl 3-[4-(2,3-epoxypropoxy)phenyl]propionate was repeated in all essential details, except methyl salicylate was substituted for methyl 3-(4-hydroxyphenyl)propionate. The boiling point of the product was 148° (p=75μ). The NMR spectrum was consistent with the assigned structure and the elemental analysis with the formula C11H12O4.

Workup

  1. customwas 148°

Sources & evidence

ORD record
ord-7c375b67a8754ec086113aea157ca7ad
Source dataset
uspto-grants-1984_05
Patent number
US04450173

Linked notes

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