Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate) → 4-(2-Chloro-ethoxy)-5-methoxy-benzoic acid methyl ester

HRID 1934946Notes

Reaction equation

HRID 1934946 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([OH:12])=[CH:6][CH:5]=1.C1(C)C=CC(S(O[CH2:24][CH2:25][Cl:26])(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH2:24][CH2:25][Cl:26])=[CH:6][CH:5]=1

Participants

4

Reactant 3

HCID 6639Ethanol, 2-chloro-, 1-(4-methylbenzenesulfonate)HCID 11430Potassium CarbonateHCID 19844Methyl Vanillate

Product 1

HCID 230330164-(2-Chloro-ethoxy)-5-methoxy-benzoic acid methyl ester

Procedure

By using an identical method as above 77 g of 4-hydroxy-5-methoxy-benzoic acid methyl ester, 99.2 g of 2-chloroethyl p-toluene sulfonate, 77.7 g of potassium carbonate, and 1.7 g (4.1 mmol) of methyl-tricapryl ammonium chloride was converted to 91.6 g of the title compound: mass spectrum (electrospray, m/e,): M+H 245.0

Sources & evidence

ORD record
ord-930e3bb130a34c768116418b3ecc458c
Source dataset
uspto-grants-2002_05
Patent number
US06384051B1

Reaction notes

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