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ChemicalBook CAS DataBase List Amylmetacresol
1300-94-3

Amylmetacresol synthesis

3synthesis methods
Cresol and valerate chloride were subjected to Friedel-Crafts acylation reaction under methanesulfonic acid catalysis. After extraction with toluene, washing and vacuum concentration to obtain crude product, the byproduct cresol was removed and purified by vacuum fractionation (toluene was removed first at 50-35 mbar, and then fractions were collected at 118-145 °C at 5 mbar) to finally obtain Amylmetacresol.
-

Yield:-

Reaction Conditions:

with hydrogen;citric acid;5%-palladium/activated carbon in isopropyl alcohol at 12.5; under 525.053 Torr; for 16 h;Product distribution / selectivity;

Steps:

16

Example 16; AMC Stage 1: Amyl m-cresol; VMC stage 2 (45.5g) and palladium on carbon catalyst (Johnson Matthey type 394 5% w/w, 5% water wet) (4.6g) were charged to a jacketed hydrogenator vessel, followed by citric acid (0.5g). Iso-propanol (220ml) was charged to the vessel and the jacket temperature was set to 12.5°C. The vessel was pressurised to 0.7bar with hydrogen and stirred at this pressure until judged complete by GC analysis. Once reaction completion had been achieved (after around 16 hr) the reaction mixture was filtered to remove the catalyst. The catalyst was then washed with IP A (10 ml) and the washings added to the reaction mixture. The reaction mixture was concentrated by distillation or rotary evaporation. Crude yield 56.5g.

References:

WO2012/17204,2012,A1 Location in patent:Page/Page column 32; 36

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