4-amino-2,6-di-tert-butylphenol

3.6 g (14 mmol) of 4-nitro-2, 6-bis-(1, 1-dimethylethyl)-phenol (J. Org. Chem. (1968), 33 (1), 223-226) is dissolved in 60 ml of a mixture (2/1) of ethanol and dichloromethane, in a 250 ml Parr bottle, in the presence of a catalytic quantity of 10percent Pd/C. The mixture is agitated for 2 hours, at 20° C., under 20 PSI of hydrogen. After filtration on celite, the filtrate is concentrated to dryness under reduced pressure. The reddish brown powder obtained is suspended in heptane (30 ml), filtered and rinsed with the same volume of heptane. The expected product is obtained in the form of a salmon pink powder with a yield of 50percent (1.56 g). [00533] Melting point: 123-124° C. [00534] NMR 17.1) 4-amino-2, 6-bis-(1, 1-dimethylethyl)-phenol: In a 250 ml Parr flask, 3.6 g (14 mmoles) of 4-nitro-2, 6-bis-(1, 1-dimethylethyl)-phenol (J. Org. Chem. (1968), 33 (1), 223-226) is dissolved in 60 ml of a (2/1) mixture of ethanol and dichloromethane in the presence of a catalytic quantity of 10percent Pd/C. The mixture is agitated for 2 hours, at 20° C., under 20 PSI of hydrogen. After filtration on celite, the filtrate is concentrated to dryness under reduced pressure. The reddish-brown powder obtained is suspended in heptane (30 ml), filtered and rinsed with the same volume of heptane. The expected product is obtained in the form of an salmon pink powder with a yield of 50percent (1.56 g). Melting point: 123-124° C. NMR 1H (100 MHz, CDCl3, δ): 6.60 (s, 2H, Ph); 4.65 (wide s, 1H, OH); 3.15 (wide s, 2H, NH2); 1.42 (s, 18H, 2.x. tBu).2, 6-di-t-butyl-4-nitrophenol (6.3 g, 25 mmoles) is dissolved in methanol (100 ml)..

Molecular Weight:221.34
XLogP3:4.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:221.177964357
Monoisotopic Mass:221.177964357
Topological Polar Surface Area:46.2
Heavy Atom Count:16
Complexity:212
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes