At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, and friends who are interested can also refer to it.
Adding a certain compound to certain chemical reactions, such as: 4090-55-5, name is 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, belongs to chlorides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 4090-55-5, HPLC of Formula: C5H10ClO3P
Synthesis Example 1 (Synthesis of Phosphorus Compound 1) (Reaction); In a four-necked 1-L flask provided with a stirrer, a thermometer, a dropping device, a hydrochloric-acid-absorber device and a condenser, 104.0 g (1 mole) of neopentyl glycol and 114.4 g of chlorobenzene were fed. The resulting mixture was heated at 45 to 55 C while stirring and 153.5 g (1 mole) of phosphorus oxychloride were dropwise added to the mixture in an hour. After addition, the mixture was heated to 75 C in an hour, and then was allowed to react at the same temperature (75 C) for an hour and 65.7 g of generated hydrogen chloride were recovered. Thereafter, the mixture was depressurized at the same temperature (75 C) and 26.6 kPa for 2 hours and remaining hydrogen chloride was absorbed as a gas. As a result, 298.9 g of the reaction mixture were obtained. The purity of the reaction mixture was found to be 95.6 area % by GPC (gel permeation chromatography). The resulting reaction mixture was cooled to room temperature to which 161.5 g (0.95 mole) of 2-phenylphenol (ortho-phenylphenol), 0.9 g of magnesium chloride and 145.6 g of chlorobenzene were added. The mixture was heated at 65 to 75 C while stirring and 106.1 g (1.05 moles) of triethylamine were dropwise added to the mixture in an hour. Thereafter, the mixture was allowed to react at the same temperature (75 C) for an hour and thereby obtaining a mixture of 5, 5-dimethyl-2-(2′-phenylphenoxy)-1, 3, 2-dioxaphosphorinane-2-oxide.(After-treatment) The obtained mixture was neutralized at 85 C by adding hydrochloric acid solution which corresponds to an excess amount of triethylamine and the mixture was allowed to stand to separate an oil phase. Next, the obtained oil phase was washed with approximately 85 C water and then dehydrated. The obtained oil phase was gradually cooled and 259.8 g of white needle-like crystals were crystallized out from the oil phase. The purity of the obtained crystals was found to be 99.0 area % by GPC. Also, if all of the crystals were assumed to be an object compound, the crude yield was 86.0 %. A structure of the obtained crystals was determined according to results of quantitative analysis of phosphorus by elemental analysis and absorption spectrometry using an UV spectrometer, 1H-NMR, 13C-NMR and FT-IR. The crystals were identified as 5, 5-dimethyl-2-(2′-phenylphenoxy)-1, 3, 2-dioxaphosphorinane-2-oxide (phosphorus compound 1) of the below-mentioned constructional formula. Also, a melting point of the crystal was measured by a microdose melting point apparatus (model number: MP-J3, manufactured by Yanaco Co., Ltd.). Quantitative analysis of phosphorus by elemental analysis and absorption spectrometry (theoretical values in parentheses): Carbon: 64.3 % (64.2 %) Hydrogen: 5.9 % (6.0 %) Phosphorus: 9.7 % (9.7 %) Melting point: 127 to 130 CIR (KBr): 2992, 2352, 1584, 1514, 1485, 1430, 1373, 1306, 1251, 1104, 1158, 1120, 1050, 1004, 980, 947, 922, 877, 701, 624 cm-1 2992, 2352, 1584, 1514, 1485, 1430, 1373, 1306, 1251, 1104, 1158, 1120, 1050, 1004, 980, 947, 922, 877, 701, 624 cm-1 NMR: 1H-NMR (CDCl3; 300MHz); delta 7.71 (1H, d, J=8Hz, o-PP), 7.55-7.26 (8H, m, o-PP), 3.62 (1H, d, J=10Hz, POCH2C(CH3)2-), 3.53 (2H, dd, JHH=10Hz, POCH2C(CH3)2-), 3.48 (1H, d, JHH=10Hz, POCH2C(CH3)2-), 1.17 (3H, s, POCH2C(CH3)2-), 0.42 (3H, s, POCH2C(CH3)2-) ppm1H-NMR (CDCl3; 300MHz); delta 7.71 (1H, d, J=8Hz, o-PP), 7.55-7.26 (8H, m, o-PP), 3.62 (1H, d, J=10Hz, POCH2C(CH3)2-), 3.53 (2H, dd, JHH=10Hz, POCH2C(CH3)2-), 3.48 (1H, d, JHH=10Hz, POCH2C(CH3)2-), 1.17 (3H, s, POCH2C(CH3)2-), 0.42 (3H, s, POCH2C(CH3)2-) ppm13C-NMR (CDCl3; 75MHz); delta 146.9 (d, 2JPC=6Hz), 137.3, 132.7 (d, 3JPC=7Hz), 130.9, 129.6, 129.0, 128.2, 127.6, 125.2, 120.4 (d, 3JPC=2Hz) (o-PP), 77.6 (d, 2JPC=7Hz, POCH2C(CH3)2-), 31.5 (d, 2JPC=6Hz, POCH2C (CH3)2-), 21.6, 19.5 ppm
At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane 2-oxide, and friends who are interested can also refer to it.
Reference:
Patent; DAIHACHI CHEMICAL INDUSTRY CO., LTD.; EP1925622; (2008); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics