ChemicalBook CAS DataBase List 2,3,5,6-TETRAMETHYL PHENOL

2,3,5,6-TETRAMETHYL PHENOL synthesis

8synthesis methods

Product Name:2,3,5,6-TETRAMETHYL PHENOL
CAS Number:527-35-5
Molecular formula:C10H14O
Molecular Weight:150.22

Benzaldehyde, 2-hydroxy-3,4,6-trimethyl-

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Yield: 97%

Reaction Conditions:

with hydrogen;palladium 10% on activated carbon in methanol at 20; for 22 h;

Steps:

11
Reference Example 11; 2,3, 5, 6-tetramethylphenol; 2-Hydroxy-3, 4, 6-trimethylbenzaldehyde (6.58 g, 40.1 mmol) was dissolved in methanol (120 itiL) , 10% palladium-carbon (50% water-containing product, 1.0 g) was added under hydrogen atmosphere (balloon pressure) , and the mixture was stirred at room temperature for 22 hr. The catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The precipitated crystals were recrystallized from methanol to give the title compound (0.73 g, yield 12%) as colorless crystals. The mother solution was concentrated under reduced pressure to give second crop (5.10 g, yield 85%). MS m/z 151 (M + H) ⁺ .

References:

TAKEDA PHARMACEUTICAL COMPANY LIMITED WO2008/1931, 2008, A2 Location in patent:Page/Page column 77