Ethylparaben → HCID 57615137, compound

HRID 454786Notes

Reaction equation

HRID 454786 reaction equation
Cl[CH2:2][CH2:3][O:4][CH2:5][CH2:6][OH:7].[OH:8][C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[OH:7][CH2:6][CH2:5][O:4][CH2:3][CH2:2][O:8][C:9]1[CH:10]=[CH:11][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:18][CH:19]=1

Participants

5

Reactant 3

HCID 8434EthylparabenHCID 11430Potassium CarbonateHCID 123612-(Chloroethoxy)ethanol

Product 1

HCID 57615137HCID 57615137, compoundYield 56%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-(2-Chloroethoxy)ethanol (1, 0.18 mol), ethyl 4-hydroxybenzoate (2, 0.12 mol) and potassium carbonate (0.24 mol) were stirred in N,N-dimethylformamide (DMF) at 120° C. for 10 hours to obtain ethyl 4-(2-(2-hydroxyethoxy)-ethoxy)benzoate 3, followed by tosylation according to usual process to obtain a compound 4 in a yield of 56%.

Sources & evidence

ORD record
ord-284a9e055e564dbbbc9ec1a4eb78c812
Source dataset
uspto-grants-2013_07
Patent number
US08496848B2

Reaction notes

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