Water → Methyl 4-(MethoxyMethyl)benzoate

HRID 515776Notes

Reaction equation

HRID 515776 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1.O.[C:14](OCC)(=O)C>CO.Cl>[CH3:1][O:2][CH2:3][C:4]1[CH:12]=[CH:11][C:7]([C:8]([O:10][CH3:14])=[O:9])=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 3084734-(methoxymethyl)benzoic acid

Product 1

HCID 15247548Methyl 4-(MethoxyMethyl)benzoate

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 887MethanolSolvent

Procedure

Methyl 4-(methoxymethyl)benzenecarboxylate (MMBC) was prepared from 4-(methoxymethyl)benzoic acid (Sigma-Aldrich) by esterification in methanol using HCl as catalyst. The reaction was conducted under reflux conditions for 2.5 hours. Following the reaction, water and ethyl acetate was added and the MMBC product was separated using liquid extraction into the ethyl acetate phase. The ethyl acetate was then removed by rotary evaporation to obtain the isolated MMBC product. The 1H NMR spectrum of the product was collected in CDCl3, and the peak positions and integrated areas matched that of the reported 1H NMR spectrum for this molecule.

Workup

  1. additionwas added
  2. customthe MMBC product was separated
  3. extractionliquid extraction into the ethyl acetate phase
  4. customThe ethyl acetate was then removed by rotary evaporation

Sources & evidence

ORD record
ord-93b3d3348d5b4371b348a092e2f8e012
Source dataset
uspto-grants-2015_08
Patent number
US09108982B2

Reaction notes

Loading…