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ChemicalBook CAS DataBase List 6-Amino-m-cresol
2835-98-5

6-Amino-m-cresol synthesis

6synthesis methods
5-Methyl-2-nitrophenol

700-38-9

6-Amino-m-cresol

2835-98-5

The general procedure for the synthesis of 6-aminoresorcinol from 6-nitroresorcinol was as follows: 5-methyl-2-nitrophenol (1.0 g, 6.53 mmol) was dissolved in methanol (10 mL) at 23 °C, and Pd/C catalyst (10 wt%, 400 mg) was added. The reaction mixture was deoxygenated at low temperature, followed by replacement of air in the system with hydrogen (supplied via a balloon). After the reaction was stirred for 5 h under hydrogen atmosphere, the reaction mixture was filtered through a diatomaceous earth pad and the diatomaceous earth pad was washed with methanol (100 mL). Finally, the combined filtrates were concentrated under reduced pressure to afford 2-amino-5-methylphenol (801 mg, 100% yield).

-

Yield:2835-98-5 100%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 23; for 5 h;

Steps:

82

To a solution of 5-methyl-2-nitrophenol (1.0 g, 6.53 mmol) in methanol (10 mL) at 23° C. was added Pd/C (10 wt %, 400 mg), and the reaction mixture was deoxygenated under vacuum, then purged with hydrogen in a balloon. After stirring for 5 h, the reaction mixture was filtered through a pad of Celite and the Celite pad was rinsed with methanol (100 mL). The filtrate was concentrated in vacuo to yield 2-amino-5-methylphenol (801 mg, 100%).

References:

US2006/211603,2006,A1 Location in patent:Page/Page column 69

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