Benzoic Acid → 1-(4-Chlorophenoxymethyl)-2-(2-methoxyethoxy)ethyl benzoate

HRID 366922Notes

Reaction equation

HRID 366922 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:10]([O:18][CH2:19]COC)(=O)[C:11]1C=CC=CC=1.[CH2:23]([O:27][C:28]1[CH:33]=[CH:32][C:31]([Cl:34])=[CH:30][CH:29]=1)[CH:24]1[O:26][CH2:25]1>COCCO>[C:1]([O:9][CH:24]([CH2:23][O:27][C:28]1[CH:29]=[CH:30][C:31]([Cl:34])=[CH:32][CH:33]=1)[CH2:25][O:26][CH2:11][CH2:10][O:18][CH3:19])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 243Benzoic AcidHCID 915152-((4-Chlorophenoxy)methyl)oxiraneHCID 2287412-Methoxyethyl benzoate

Product 1

HCID 99509801-(4-Chlorophenoxymethyl)-2-(2-methoxyethoxy)ethyl benzoateYield 93%

Reagents, catalysts & solvents 1

HCID 80192-MethoxyethanolSolvent

Procedure

A reaction was conducted as described in Example 6 except that benzoic acid was replaced with the same molar amount of 2-methoxyethyl benzoate, a compound represented by formula (3) where R2 is phenyl and OZ1 is an organic group derived from 2-methoxyethanol, and PGE was replaced with the same molar amount of 4-chlorophenyl glycidyl ether. Desired 1-(4-chlorophenoxymethyl)-2-(2-methoxyethoxy)ethyl benzoate was formed in an analytical yield of 93% and isolated in a yield of 86%.

Sources & evidence

ORD record
ord-ebe83e5750364f8bb5beeb9a960eb2ae
Source dataset
uspto-grants-2000_10
Patent number
US06130346

Reaction notes

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