1,4-Benzenediol,2-methyl-6-(1-methylethyl)-(9CI) synthesis
- Product Name:1,4-Benzenediol,2-methyl-6-(1-methylethyl)-(9CI)
- CAS Number:133447-23-1
- Molecular formula:C10H14O2
- Molecular Weight:166.22
17603-88-2
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Yield:-
Reaction Conditions:
with sodium dithionite in ethanol;water at 60; for 3 h;
Steps:
1B 1B.
To a stirred solution of 2-isopropyl-6-methylquinone (68 mg, 0.4 mmol) in 75% aq EtOH (4 mL) was added N2S204 (72 mg, 0.4 mmol). Heating for 1 hr at 60°C produced-50% conversion ; Subsequent addition of an additional equiv of NA2S204 and heating for a 2ND HR converted the remaining quinone to product. After dilution with aq. NH4CL, the reaction was extracted 3x with EtOAc. The combined EtOAc layers were washed with brine prior to drying over NA2SO4. The residue, after removal of the volatiles under vacuum, were chromatographed on silica gel using 15% EtOAc/hexane to elute 45 mg of desired 2-isopropyl-6- methylhydroquinone as a white solid.
References:
WO2004/67482,2004,A2 Location in patent:Page 45-46
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