preparation method of 2,6-bis(di-tert-butylmethylphosphate)pyridine_industrial additives

background and overview^[1-2]

2,6-bis(di-tert-butylmethylphosphate)pyridine is an organic intermediate that can be nucleophilically substituted by 2,6-bis(chloromethyl)-pyridine and di-tert-butylphosphine. get. 2,6-bis(di-tert-butylmethylphosphate)pyridine can be used to produce high-quality and reproducible inorganic films on solid substrates. the film may act as a dielectric, as a fine-structured separator or as an electrical contact in a transistor, preferably as an electrical contact.

preparation^[1]

di-tert-butylphosphine (1.25 g, 8.6 mmol) was added dropwise to a suspension of 2,6-bis(chloromethyl)-pyridine (710 mg, 4.0 mmol) in methanol (3 ml) . the mixture was heated to 45°c and stirred for 2 days. after cooling to room temperature, triethylamine (1.25 ml) was slowly added and a white precipitate formed. the solvent was evaporated in vacuo and the compound 2,6-bis(di-tert-butylphosphomethyl)pyridine was isolated from the residue by column chromatography (silica, solvent: chloroform) as a white solid. yield: 1.25g (79%). 31p {1h} nmr (cdcl3): 37.49 (s). 1h nmr (cdcl3): 1.14 (d, 3jph = 11.0 hz, 36h, pc(ch3)3), 3.01 (d, 2jph = 3.3 hz, 4h, ch2 antiaging agent rdp), 7.25 (d, 3jhh = 7.7 hz, 2h, pyridine-h3,5), 7.47 (dd, 3jhh =7.8 hz, 1h, pyridine-h4). 13c{1h} nmr (cdcl3): 29.69 ( d, 2jpc = 13.2 hz, pc(ch3)3), 31.67 (d, 1jpc = 23.4 hz, ch2p), 31.83 (d, 1jpc = 21.4 hz, ch2p), 120.69 (dd, 3jpc = 10.8 hz, 5jpc = 1.35 hz, pyridine-c3,5), 136.08 (s, pyridine-c4), 161.89 (d, 2jpc = 14.6 hz, pyridine-c2,5) (assignment of 13c{1h} nmr signals was confirmed by 13c dept). ms (ei), m/z (%): 396 (5) [m+], 338 (100) [m+ – c(ch3)3]. anal. calcd: c, 69.75; h, 10.87. found: c, 69.36 ; h, 11.08.