tert-butyl(3-hydroxyphenethyl)carbamate Chemical Properties

Boiling point:

397.1±25.0 °C(Predicted)

Density 

1.100±0.06 g/cm3(Predicted)

storage temp. 

2-8°C

pka

9.98±0.10(Predicted)

Appearance

Off-white to light yellow Solid

tert-butyl(3-hydroxyphenethyl)carbamate Usage And Synthesis

Synthesis

Step B: Synthesis of tert-butyl [2-(3-hydroxyphenyl)ethyl]carbamate; 1 g of 10% Pd/C catalyst was added to a 100 mL ethanol solution containing 13 g (0.039 mol) of tert-butyl [2-(3-benzyloxyphenyl)ethyl]carbamate. The reaction mixture was subjected to hydrogenation at 40 psi hydrogen pressure overnight. Upon completion of the reaction, the catalyst was removed by filtration and washed with ethanol. Subsequently, the solvent was evaporated under reduced pressure to give 9.4 g of tert-butyl 3-hydroxyphenethylcarbamate as a colorless oil in quantitative yield.1H-NMR (CDCl3) δ: 7.22-7.12 (m, 1H); 6.78-6.66 (m, 3H); 4.56 (bs, 1H); 3.42-3.30 (m, 2H); 2.74 (t, 2H); 1.44 (s, 9H).

References

[1] Patent: WO2007/71311, 2007, A1. Location in patent: Page/Page column 55-56
[2] Patent: WO2014/95920, 2014, A1. Location in patent: Page/Page column 70
[3] Journal of Organic Chemistry, 1990, vol. 55, # 24, p. 6000 - 6017
[4] Patent: WO2009/68177, 2009, A1. Location in patent: Page/Page column 39
[5] Patent: US2010/210631, 2010, A1. Location in patent: Page/Page column 14

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