Analyzing the synthesis route of 4-(Pyridin-3-yl)butan-1-ol

The synthetic route of 60753-14-2 has been constantly updated, and we look forward to future research findings.

Related Products of 60753-14-2 , The common heterocyclic compound, 60753-14-2, name is 4-(Pyridin-3-yl)butan-1-ol, molecular formula is C9H13NO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

(a) N-(3-Nicotinylpropyl)benzylamine To a solution of 3-nicotinyl-1-propanol (50.0 g, 365 mmol) and triethylamine (110 g, 1.09 mol) in methylene chloride (500 ml) at 0 C. was added dropwise methanesulfonyl chloride (83.5 g, 7.29 mmol). The solution was stirred at 0 C. for 1 hour and then RT for 1 hour, and the excess of methanesulfonyl chloride was carefully decomposed with ice-water. The organic layer was separated and washed with water (twice). The aqueous layer and washings were combined, basified with 50% aqueous sodium hydroxide, and extracted with methylene chloride (3 times). The methylene chloride extracts were combined, washed with saturated brine solution, dried (MgSO4), and evaporated to give 72.0 g (92% yield) of the mesylate which was used immediately for the further reaction. A solution of the mesylate (72.0 g, 334 mmol) and benzylamine (179.2 g, 1.6 mol) in DMSO (300 ml) was stirred at RT overnight. The reaction mixture was poured into 2 l of water and extracted with ethyl acetate (three times). The extracts were dried with MgSO4, thus yielding 75 g of a red oil after evaporation of benzylamine. The oil was used directly for the next reaction without further purification.

The synthetic route of 60753-14-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fisons Corporation; US4889941; (1989); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem