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ChemicalBook CAS DataBase List 4-TERT-BUTYL-2,6-DIFORMYLPHENOL
84501-28-0

4-TERT-BUTYL-2,6-DIFORMYLPHENOL synthesis

5synthesis methods
1,3-Benzenedimethanol, 5-(1,1-dimethylethyl)-2-hydroxy-

2203-14-7

4-TERT-BUTYL-2,6-DIFORMYLPHENOL

84501-28-0

The general procedure for the synthesis of 4-tert-butyl-2,6-formylphenol from (5-(tert-butyl)-2-hydroxy-1,3-phenyl)dimethanol was as follows: activated MnO2 (40 g) was added to CHCl3 (200 mL) in a 500 mL round-bottom flask. The mixture was heated under stirring to reflux for about 15 minutes, then powder of (5-(tert-butyl)-2-hydroxy-1,3-phenyl)dimethanol (5.0 g) was added slowly. After keeping the reaction at reflux for 8 hours, the reaction mixture was cooled to room temperature and filtered through a Brinell funnel. The solid residue was washed thoroughly with CHCl3 (40 mL x 5) until the filtrate was colorless. The filtrates were combined and concentrated using a rotary evaporator to give the yellow solid product 4-tert-butyl-2,6-formylphenol (3.8 g, 77% yield).

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Yield:84501-28-0 77%

Reaction Conditions:

with manganese(IV) oxide in chloroform for 8 h;Reflux;

Steps:

Compound 2:
Activated MnO2 (40 g) was added to CHCl3 (200 mL) in a 500 mL round bottom flask. The mixture was heated to reflux with stirring about 15 min, then the powder of compound 3 (5.0 g) was added. After being kept refluxing for 8 h, the reaction mixture was cooled to room temperature and filtered. The solid was washed by CHCl3 (40 mL x 5) thoroughly until the filtrate was colorless. Then the filtrate was concentrated on a rotary evaporator yielding a yellow solid (3.8 g, 77% yield),

References:

Zhu, Chengjian;Fu, Yong;Xing, Zhitao;Zhu, Chengcheng;Yang, Hongwei;He, Weijiang;Cheng, Yixiang [Tetrahedron Letters,2012,vol. 53,# 7,p. 804 - 807] Location in patent:supporting information; experimental part

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