3-(2-hydroxy-4,6-dimethylphenyl)-3,3-dimethylpropan-1-ol synthesis
- Product Name:3-(2-hydroxy-4,6-dimethylphenyl)-3,3-dimethylpropan-1-ol
- CAS Number:129967-42-6
- Molecular formula:C13H20O2
- Molecular Weight:208.3
40662-14-4
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Yield:129967-42-6 96%
Reaction Conditions:
with lithium aluminium hydride in tetrahydrofuran at -30 - 20; for 17 h;Inert atmosphere;
Steps:
Synthesis of 2-(4-Hydroxy-2-methylbutan-2-yl)-315-dimethylphenol (2):
To a dry round- bottom flask flushed with argon, 2.4 M lithium aluminium hydride solution in THF (92 mL, 220.8 mmol) was added and cooled to -30 °C under argon. In a separate dry round bottom flask, compound 1 (23 g, 1 12.6 mmol) was dissolved in anhydrous THF (100 mL) and added dropwise over 1 hour to the flask containing lithium aluminium hydride solution at -30 °C under argon atmosphere. The reaction mixture was stirred for 16 hours allowing the temperature to gradually rise to ambient temperature . The reaction mixture was cooled in an ice-bath (0-4 °C) and quenched by adding Na2SO410H2O whilst maintaining the temperature. The reaction mixture was filtered over celite and concentrated in vacuo to obtain an off-white solid (22.5 g, 96%). 1H NMR (500 MHz, CDCI3) d ppm 6.5 (s, 1 H), 6.34 (s, 1 H), 5.86 (br s, 1 H), 3.65-3.62 (t, 2H, =7.5Hz), 2.48 (s, 3H), 2.26-2.23 (t, 2H, J=l.S z), 2.43 (s, 3H), 1.56 (s, 6H).
References:
WO2020/128525,2020,A1 Location in patent:Page/Page column 53
924-50-5
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