SU413134A1 - - Google Patents

Description

IzvsSklen method of obtaining iara- (adamaityl-1) -alkyl - or alkoxybenzenes of the General formula

, -R

II

where R is methyl / ethyl, isopronyl, Ci- € 4 alkoxy, by the interaction of the corresponding alkylsilane alkoxybenzene and substituted adamantane in the presence of aluminum trichloride when heated to no higher than the boiling point

reaction mixture with subsequent isolation of the target product.

However, the use of hard-to-reach and expensive 1-bromadomantane as a starting material and the difficulty of isolating the final products due to the formation of ortho- and meto-substituted aryladamantanes, along with the availability of ortho-and-methylbenzenes, limits the possibilities of the process.

Tetraadamantane oxysilane is used as a mixed adamantane with the unroyl ion, ieni process.

The process of obtaining the desired products are according to the scheme

Si-bif -E .z 4

R-fgi (oil)

where R-CH3, CsHs; SI (CH3) 2; OSIz.

The reaction of the adamantylation of alkylbenzenes with getraadamantoxysilane is carried out in the medium of the corresponding aromatic hydrocarbon.

catalyst at a temperature of predominantly 105-1 Uf C.

In this case, exclusively

whose implementation is not technological difficulties.

Detailed implementation is shown in the following examples.

Example 1. Getting g1ara- (adamantyl-1) methylbazole.

In a three-neck reactor with a stirrer, a thermometer and a reflux condenser with a chlor-cale tube, 3 g (0.02 gmol) of 1-oxy-admantaine, 100 ml of absolute toluene and 0.85 g (0.005 g-mol) of silicon tetrachloride are placed. Under stirring, the reaction mixture is first heated at 50-60 ° C for 3-4 hours, then 90 ° -10% C, until the release of hydrogen chloride is stopped. For a more complete isolation of hydrogen chloride, the reaction mass is fed with a stream of dry air. After cooling the reaction mass into it, B1 leads to 0.03 g-1 mol of aluminum trichloride, gradually raising the temperature to 105-110 ° C and keeping the reaction mixture at this temperature until the evolution of hydrogen chloride stops. After completion of the reaction, the mixture is cooled to room temperature, decomposed with ice water, the polymer gel of orthosilicic acid is filtered off, the excess toluene is distilled off and the product is isolated by crystallization from methanol. Yield 2.48 g (58%), t. Il. 99-100 ° С (according to literary data, t. Nl. 100 ° С).

Paydeno,%: C 90.30; 90.10; P 9.25; 9.56. Calculated,%: C 90.26; P 9.74. Example 2. Getting para- (adamantyl-1) ethylbeisol.

According to a similar procedure, from 0.02 g-1 mol of 1-oxy-admantane, 0.005 g-mol of silicon tetrachloride, 100 ml of absolute ethylbenzene, 0.03 g-mol of aluminium trichloride, obtained is a pair- (adamaityl-1) ethylbenzene. The yield of 2.74 g (60%), so pl. 80-81 ° C.

Found,%: C 90.60; 90.45; P 9,88; 10.0.

Calculated,%: C 90.00; H 10.0.

Example 3. Getting Nara- (adamaityl-1) isoironyl benzene.

According to a similar method, pair vapor (adamantl-1) -isonronylbenzene with a yield of 3.1 g (63%), i.n. 6GS.

Paydeno,%: C 89.46; 89.90; P 9.59; 9.45.

Calculated,%: C 89.76; P 10.24. Example 4. Preparation of para- (adamaityl-1) methoxy-isol.

According to a similar method, nara (adamantyl-1) -methoxybenzene was obtained with a yield of 2.97 g (65%), i.n. 79-80 ° C. Found,%: C 84.50: 84.30; P 8.68; 8.91.

Calculated,%: C 84.27; P 9.11.

PRIOR DIRECTORSHIP and

Claims (2)

1. The method of obtaining iara- (adamaityl-1) alkyl or alkoxybeisols of the general formula BUT R RM where R is methyl, ethyl, isonronyl, alkokeyl Ci- € 4, by reacting the corresponding alkyllyl alkoxybeisol and substituted adamantane in the presence of aluminum trichloride when heated no more than the boiling temperature of the reaction mixture, followed by isolation of the target product, characterized in that Tetraadmantanoxnysylai are used as substitutes for amantap. 2. The method according to p. 1, about tl and h and y and with the fact that the process is conducted at a temperature of 105-110 ° C.