SU404826A1 - - Google Patents

Description

one

The invention relates to a method for preparing six-membered heterocyclic compounds of the general formula

СНь R R

I /

 H 0

sn. R;

CH-O OR R X

where R and, alkyl, aryl;

R — H, CH 3;

R is alkyl.

These compounds have not yet been described in literature.

The proposed method is based on the known reaction of the interaction of amidophosphites with carbonyl compounds, which leads to the incorporation of the carbonyl carbon atom between the nitrogen and phosphorus atoms and the oxidation of trivalent phosphorus to n equivalent.

Cyclic amidophosphites were not previously introduced into the iodine reaction.

A process for the preparation of 2-alkoxy-2oxo-3-aryl- (alkyl-3,3-dialkyl-3,3-polymethylene-3, 3-alkylaryl) -4-methyl-1,4,2-oxazaphosphorinan is described. 2alkoxy-3-methyl-1, 3,2-oxazaphospholanes

carbonyl-containing compounds of the general formula R — C — R, where R and R are alkyl or R

11 o

And R-cycloalkyl or R is alkyl, R is aryl or R is aryl, R is H or R is alkyl, R is H, followed by isolation of the target product

known methods.

Synthesis is carried out without a solvent at 100-120 ° C or in an inert solvent, for example benzene, petroleum ether, methylene chloride, at the boiling point of the solvent.

The yield of products is 25-80%. Synthesis and purification of products is best carried out in a dry argon atmosphere. The structure of the products obtained was confirmed by the molecular weight values and the data of elemental analysis, IR,

NMR-H - and rz-spectroscopy.

Example 1. Preparation of 2-ethoxy-2-oxo-3phenyl-4-methyl-1, 4,2-oxazaphosphorinan.

To 14.9 g (0.1 mol) of 2-ethoxy-3-methyl-1,3,2oxazaphospholane in 50 cm of petroleum ether and irradiate 10.6 g of benzaldehyde. The solution is heated for 1 hour at the boiling point of the solvent. After removal of the solvent during stripping, 11 g (43%) of 2-ethoxy-2-oxo3-fennl-4-me. Methyl-1,4,2-oxazaphosphorinan with T.CIP are obtained. 137-138 ° C (0.001 mmHg); pp -.,, 20,, - „IjOiiCO, 04 1.1 / io. Found,%: C 56.26; H 7.20; N 5.50; P 12.00; .. weight 2-4. CiaHisNOsP. Eichksleko,%: C, 56.46; H 7.10; N D, 48; Р 12ДЗ; a pier weight 255. Example 2. Preparation of 2-ethoxn-2-OACO-3- (Cfenpl-4-1l-1-i, 4,2-o; ssa-phosphophoric. C: .iecb 14.9 g (0.1 mol) 2- ztoxy-3-methyl1, 3,2-oxazaphospholane and 14 g (OD mol) p-C of benzaldehyde are heated for 2 hours at 100-120 ° C. During the distillation, 13.3 g (46%) of 2-ethoxy-2 are obtained -oxo-3-7g-C1-phenyl-4-methyl1, 4,2-oxazafOsphorinan in the form of a thick non-flowing mass with a bale boil of 140 ° C (0.006 mm Hg), ° 1.5372. %: N 5.38; P 10.82. C, 2H17 MOH. Calculated: N: 4.99; P 10.71. Example 3. Preparation of 2-isopropoxy-2-oxo-3-isonropyl-4-methyl- 1, 4.2 - oxazaphosphorinan. 16.3 g (0.1 mol) 2-isopropoxy-3-methyl 1, 3,2-oxazaphospholane and 7.2 g (0.1 mol) of isobutyraldehyde in 60 cm of methylene chloride are heated for 1 hour at the boiling point of the solvent. During distillation, 11.3 g (48%) of 2-isopropoxy-2-oxo-3isopropyl-4 are obtained. -methyl-1, 4., 2-oxazaphosphorinan with a boiling point of 85 ° C (0.009 mm Hg) ps 1.4560; df 1.0818 Found: N: 5.97; P 1354. С , ОН22МОЗР. Calculated,%: N; e, 96; P 13.19. Example 4. Preparation of 2-ethoxy-2-oxo-3.3-dimethyl-4-methyl-1 .4.2-oxazaphosphorinan. 14.9 g (0.01 mol) of 2-ethoxy-3-l1e1Il-1,3,2-oxazaphospholane and 5.8 g (0.1 mol) of acetone are heated for 3 hours at 100 ° C. During the distillation, 16.8 g (8L3%) of 2-ztoxy-2-oxo-3,3-dimet. L-4-methyl-1,4,2-o: 1- crawl; (0,005 we mercury.). nf 1.4693; df 1.1277. Found,%: N 6.94; R 14.92; MRo 51.16. CgH.gNOsP. Calculated,%: N 6.76; R 14.97; MRn 51.75. Subject and use 1. Method for the preparation of 2-alkoxy-2-oxo-3-acyl- (alkyl-3,3-dialkyl-3,3-polpmethylene - 3,3-alkylaryl) -4-methyl-1 , 4,2-oxazaphosphorinanes, tl and h and y and y with the fact that 2-alkoxy-Zmethyl-1, 3,2-oxazaphospholanes undergo interaction with carbonyl compounds of the general formula R — C (O) -R where R is H, alkyl, aryl; R - H, alkyl, aryl, when heated, followed by separation of the target product by known methods. 2. A method according to claim 1, characterized in that the process is carried out at 100-120 ° C. 3. SPOSob according to claim 1, characterized in that the process is conducted in an environment of an organic solvent, for example benzene.