10574-17-1Relevant articles and documents
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Smith
, p. 3718 (1933)
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Rearrangement Alkyl Phenyl Ethers to Alkylphenols in the Presence of Cation-exchanged Montmorillonite (Mn+-Mont)
Tateiwa, Jun-ichi,Nishimura, Takahiro,Horiuchi, Hiroki,Uemura, Sakae
, p. 3367 - 3372 (2007/10/02)
The rearrangement of alkyl phenyl ethers such as 4-phenoxybutan-2-one 1, 1-phenoxybutane 2a, 2-phenoxybutane 2b, 2-methyl-2-phenoxypropane 2c and phenoxycyclohexane 2d have been investigated in the presence of cation-exchanged montmorilonite (Mn+-mont; Mn+ = Zr4+, Al3+, Fe3+ and Zn2+).The ether 1 rearranged to 4-(4-hydroxyphenyl)butan-2-one 3 (raspberry ketone), the odour source of rasprerry, in 16-34percent GLC yield, where Zn2+-mont was the most effective catalyst.Similarly, other ethers 2a-d rearranged to the corresponding alkylphenols in up to 75percent isolated yield with good product selectivity, Al3+-mont being the catalyst of choice.Al3+-Mont was regenerated and resulted in the rearrangement of 2b, 2c and 2d.
FLUORIDE SALTS ON ALUMINA AS REAGENTS FOR ALKYLATION OF PHENOLS AND ALCOHOLS.
ANDO,YAMAWAKI,KAWATE,SUMI,HANAFUSA
, p. 2504 - 2507 (2007/10/02)
THE EFFECTIVENESS OF ALKALI METAL FLUORIDES IMPREGNATED ON ALUMINA AS A REAGENT FOR PROMOTING ALKYLATION WAS OPTIMIZED WITH RESPECT TO THE METAL CATION, THE AMOUNT OF IMPREGNATION, AND THE REACTION SOLVENT. POTASSIUM OR CAESIUM FLUORIDE ONALUMINA IN ACETONITRILE OR 1,2-DIMETHOXYETHANE WAS CONCLUDED TO BE THE BEST REACTION SYSTEM FOR GENERAL USE. O-ALKYLATION OF SUBSTITUTED PHENOLS, PRIMARY AND SECONDARY ALCOHOLS, AND A GLYCOL WAS CARRIED OUT MOSTLY IN GOOD YIELDS UNDER MILDCONDITIONS WITH SIMPLE EXPERIMENTAL PROCEDURES.