Back to results
US 9,000,231 B2Granted
Processes for making magnolol and derivatives thereof
AssigneeColgate-Palmolive Company
InventorsRamesh Naik, Sanju Walikar, Ramesh Jayaramaiah, Vangumalla Devaki Devi, Govindarajalu Jeyaraman, Koottungalmadhom Ramaswamy Ranganathan
Life of this patent
Estimating the term…
Abstract
Described herein are high yield methods for making magnolol (5,5′-diallyl-biphenyl-2,2′-diol) and tetrahydro-magnolol (5,5′-dipropyl-biphenyl-2,2′-diol).
Claims5
A method for making magnolol (5,5′-diallyl-biphenyl-2,2′-diol) or tetrahydromagnolol (5,5′-dipropyl-biphenyl-2,2′-diol), comprising
- i) methylating biphenyl-2,2′-diol using dimethyl sulfate, to obtain 2,2′-dimethoxy-biphenyl;
- ii) brominating the 2,2′-dimethoxy-biphenyl to obtain 2,2′-dimethoxy-5,5′-dibromo-biphenyl;
- iii) alkylating the 2,2′-dimethoxy-5,5′-dibromo-biphenyl with allyl bromide to obtain 2,2′-dimethoxy-5,5′-diallyl-biphenyl;
- iv) demethylating the 2,2′-dimethoxy-5,5′-diallyl-biphenyl by reaction with aluminium chloride and thiourea;
- v) recovering the 5,5′-diallyl-biphenyl-2,2′-diol thus obtained;
- and
- vi) optionally hydrogenating the 5,5′-diallyl-biphenyl-2,2′-diol in the presence of a metal catalyst and recovering the 5,5′-dipropyl-biphenyl-2,2′-diol thus obtained.
4 more elements
Dependencies are inferred from the claim text.