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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 328908Generated: October 26, 2026

Potassium Hydroxide → 1-(2',3'-Dimethyl-4'-methoxyphenoxy)-3-(tert.-butylamino)-2-propanol

https://huagongshe.com/reaction/328908

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium HydroxideHCID 14797—
Reactant1-tert-Butyl-3-hydroxyazetidineHCID 287986—
Reactant4-Methoxy-2,3-dimethylphenolHCID 10931625—
SolventHydrochloric AcidHCID 313—
Product1-(2',3'-Dimethyl-4'-methoxyphenoxy)-3-(tert.-butylamino)-2-propanolHCID 1305570472.5%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 9.1 parts of 2,3-dimethyl-4-methoxyphenol, 6.5 parts of 1-(tert.-butyl)-3-azetidinol and 0.3 part of potassium hydroxide was heated under nitrogen gas at 140° C. for 8 hours with agitation. The reaction product was dissolved in 100 parts of 2N-hydrochloric acid aqueous solution and washed twice with 100 parts of ether. The water layer was made alkaline with 4N-sodium hydroxide aqueous solution, and the resulting crystals were recovered by filtration and dried. Then the crystals were dissolved in 100 parts of ether and decolored. The decolored liquid was concentrated and allowed to cool. As a result 10.2 parts of 1-(2',3'-dimethyl-4'-methoxyphenoxy)-3-(tert.-butylamino)-2-propanol melting at 73° - 75° C were obtained. The yield was 72.5%. The results of infra-red spectrum analysis and nuclear magnetic resonance analysis of the product are as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04018824
Source datasetuspto-grants-1977_04
ORD IDord-911a95107cd543e8925d5af305b8bf8b
Source noteuspto-grants-1977_04