(Active Asperger Archivist)
06-07-04 07:18
No 511901
(Rated as: excellent)
Methods of O-Dealkylation:
Using:
MeMgI
Post 507775 (Rhodium: "Schöpf: MeMgI Demethylation of Eugenol", Chemistry Discourse)
General Lewis Acids:
AlI3
Post 422757 (GC_MS: "Aluminium iodide in ether cleavage", Methods Discourse)
Post 68536 (startinout: "Success, finally", Novel Discourse)
AlCl3-NaI / no solvent
Post 444270 (Lego: "Demethylation with AlCl3-NaI w/o solvent", Methods Discourse)
AlCl3 / Pyridine
../rhodium /methyle
AlBr3 / Nitrobenzene
../rhodium /methyle
LiCl/DMF
Post 444300 (Lego: "Dealkylation with LiCl/DMF", Methods Discourse)
Li Diphenylphosphinate
../rhodium /methyle
Ionic Liquid Reagents:
Chloroaluminate Ionic liquid Reagents
Post 445940 (Lego: "Chloroaluminate Ionic Liquid Reagents", Methods Discourse)
[BMIM]-[X]
Post 505891 (Lego: "Ether cleavage with ionic liquids", Methods Discourse)
Strong Acids:
HI or equivalent:
Post 467602 (SPISSHAK: "here are the ref's more to come.", Chemistry Discourse)
KI/H3PO4
Post 504369 (Lego: "Cleavage of ethers with KI/95% H3PO4", Methods Discourse)
HBr or equivalent:
Anhydrous HBr
Post 466086 (Rhodium: "Anhydrous Gaseous Hydrogen Bromide", Methods Discourse)
Oxidative Approaches:
SIBX
Post 451672 (Rhodium: "Novel Oxidative Demethylation of Eugenol", Novel Discourse)
IBX Synth:
Post 219075 (foxy2: "2-Iodoxybenzoic Acid (IBX) Synthesis", Chemistry Discourse)
(from:)
2-Iodobenzoic Acid
Post 219077 (foxy2: "2-Iodobenzoic Acid Synthesis", Chemistry Discourse)
Microwave Methdods:
Pyridine-HCl
../rhodium /methyle
Triethylamine lowers yield to ~60%
See: Post 498486 (9873468096: "Vanillin Demethylation with Pyridine and AlCl31", Newbee Forum)
Wanted References: (please post in approporiate place and then pm me)
Post 467602 (SPISSHAK: "here are the ref's more to come.", Chemistry Discourse)
Post 497390 (merbst: "Lots of references about 3-O-demethylation", Chemistry Discourse)
Post 497391 (merbst: "Lots of references about 3-O-demethylation Part 2", Chemistry Discourse)
Act quickly or not at all.
