31776-90-6

Basic information

• Product Name: 3-TERT-BUTOXYPYRIDINE
• Synonyms: 3-TERT-BUTOXYPYRIDINE
• CAS NO: 31776-90-6
• Molecular Formula: C₉H₁₃NO
• Molecular Weight: 151.21
• Mol File: 31776-90-6.mol

Chemical Properties

• Boiling Point: 213.5±13.0 °C(Predicted)
• Appearance: /
• Density: 0.967±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.77±0.10(Predicted)
• CAS DataBase Reference: 3-TERT-BUTOXYPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-TERT-BUTOXYPYRIDINE(31776-90-6)
• EPA Substance Registry System: 3-TERT-BUTOXYPYRIDINE(31776-90-6)

Safety Data

• Hazardous Substances Data: 31776-90-6(Hazardous Substances Data)

Upstream product

• 626-55-1 3-Bromopyridine 
• 865-48-5 sodium t-butanolate 
• 110-00-9 furan 
• 134391-67-6 3-bromo-4-(trimethylsilyl)pyridine 

Relevant articles and documents

Palladium/P(t-Bu)3-catalyzed synthesis of aryl t-butyl ethers and application to the first synthesis of 4-chlorobenzofuran

Pd/P(t-Bu)3 catalyzed reaction of aryl halides with sodium t-butoxide effectively to give aryl t-butyl ethers. The high catalytic activity realized the formation of aryl t-butyl ethers from not only electron-deficient aryl halides but also electron-rich aryl halides. Moreover, the first synthesis of 4-chlorobenzofuran was attained utilizing the selective mono-t-butoxylation of aryl dihalide.

Preparation of Didehydropyridines from (Trimethylsilyl)pyridines

Halogen-substituted (trimethylsilyl)pyridines 2, 3, 5-7 and trifluoromethylsulfonyloxy-substituted (trimethylsilyl)pyridines 9b, 11b are obtained from 2- and 3-halopyridines 1, 4 or hydroxypyridines 8, 10, and 12.Reactions of the 3- and 2-(trimethylsilyl)pyridines 2, 9b and 11b with bases in the presence of furans 15 give only protodesilylation or hydrolysis products but no indication is found for the formation of a 2,3-didehydropyridine. 3-Bromo-4-(trimethylsilyl)pyridine (5a) reacts with KOCMe3 in the presence of furan (15a) to give a mixture of products from which the isoquinoline derivative 20 and the tert-butoxypyridines 23, 24 are formed by addition to 3,4-didehydropyridine.Under comparable conditions far higher yields of 3,4-didehydropyridines are obtained by treatment of the 3-halo-2,4-bis(trimethylsilyl)pyridines 7 with strong bases. Key Words: Didehydropyridines, synthesis of