With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.137052-08-5,1-(Tetrahydro-2H-pyran-4-yl)ethanone,as a common compound, the synthetic route is as follows.
To a solution of 4-bromo- 1 -chloro-2-(3-methoxypropoxy)bcnzcne (27.9 g, 0. 1 mo I ) in THF (300 ml.) was added l -tetrahydropyran-4-ylethanone (25 g, 0.2 mol), Pd2(dba)3 ( 1 .37 g, 1.5 mmol ), Xantphos ( 1 .74 g, 3.0 mmol) and sodium rm-butoxidc (28 g, 0.3 mol ). The result ing mixture was st irred for 8 h at 60 C under argon atmosphere. After being cooled to rt, the result ing suspension was filtered with suct ion. The filter cake was poured into water and acidified to pH=3 ith 2 M hydrochloride acid. The mixture was extracted with ethyl acetate (400 ml. ) 2 times and the combined organic layers were washed with water ( 200 ml. ) and brine, dried over anhydrous Na2S04 and concentrated to give 2-[4-chloro-3-(3- methoxypropoxy)phenyi ]- l -tetrahydropyran-4-yl-ethaiione (30 g) as a ye 1 low oil.To a solution of 4-bromo- 1 -chloro-2-(3-methoxypropoxy)bcnzcne (27.9 g, 0. 1 mo I ) in THF (300 ml.) was added l -tetrahydropyran-4-ylethanone (25 g, 0.2 mol), Pd2(dba)3 ( 1 .37 g, 1.5 mmol ), Xantphos ( 1 .74 g, 3.0 mmol) and sodium rm-butoxidc (28 g, 0.3 mol ). The result ing mixture was st irred for 8 h at 60 C under argon atmosphere. After being cooled to rt, the result ing suspension was filtered with suct ion. The filter cake was poured into water and acidified to pH=3 ith 2 M hydrochloride acid. The mixture was extracted with ethyl acetate (400 ml. ) 2 times and the combined organic layers were washed with water ( 200 ml. ) and brine, dried over anhydrous Na2S04 and concentrated to give 2-[4-chloro-3-(3- methoxypropoxy)phenyi ]- l -tetrahydropyran-4-yl-ethaiione (30 g) as a ye 1 low oil.
137052-08-5, The synthetic route of 137052-08-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HAN, Xingchun; JIANG, Min; WANG, Jianhua; ZHOU, Chengang; WANG, Yongguang; YANG, Song; (135 pag.)WO2016/71215; (2016); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics