SU1351917A1 - Method of obtaining acenaphthylenon-1(2h) - Google Patents

Abstract

The invention relates to ketones, in particular to the preparation of acenaphthylened-1 (2H) (AH), which is widely used in the synthesis of organic substances: substances. The goal is to simplify the process technology and increase the yield of NA. It is prepared from a 1,2-derivative acenaphthene — cis-acenaphen- diol-1,2 monoacetate and an acidic reagent — a 20–40% aqueous solution of boron hydrofluorocarbon. The process is carried out at the boiling point of the reaction mixture (PC) with simultaneous distillation of the AH by passing steam through the PC. The method simplifies the process by using available raw materials and excluding concentrated from the reaction. HC1. The output of the AN 50-89% against 45% in the known method. with CO sp

Description

The invention relates to an improved process for the preparation of acenaphthyl-6-one-1 (2H) of the formula

used to obtain 1-halogen derivatives of acenaphthyleneone-1 (2I), indigoid dyes and other organic substances.

The purpose of the invention is to simplify the prodess technology and increase the output of the business product.

The method is illustrated by the following examples.

Example -1. In a round bottom flask with a capacity of 0.5-1 l, 5.0 are placed. g of monoacetate cis-acenatendiol-1,2, 200 ml of a 20% aqueous solution of hydrofluoric acid HBF, heated to 25 + 3 - naphthylenone-1 (2H) for 3.5 h. Obtain 2.39 g of pure acenaphthienone-1 (2H) - colorless crystals, t. pl. 120-12GS. Yield 65%.

Example 2. The process is carried out as described in example 1, using a 30% HBF4 solution. Distillation with steam is carried out in 2.2 hours and 2.58 g of pure acenaphthylenone-1 (2H) are obtained, m.p. 120-121 s. Yield 70%.

Example 3. The process is conducted as described in example 1, using a 40% solution of HBF. Distillation with steam is carried out for 1.5 hours and 1.84 g of pure acenaphthylenone-1 (2H) 5 t are obtained, mp. 119-120 ° CG Output 50% ,, An increase in the time of distillation does not lead to an increase in yield.

Example 4. The process is carried out as described in Example 1, but 5 g of cis-acentandiol-1,2 monoacetate are added in portions of 1 g to a 30% HBF solution, periodically, at 30-minute intervals. Distillation of water -.

Sh m intervals. 5.5 hours are distilled off with steam and 3.28 g of pure acenaphthienone-1 (2H) are obtained, m.p. 120-M ° C, Yield 89%.

The optimal concentration of HBF; /

15 is 20-40%. A decrease in concentration leads to an increase in the duration, and a decrease to a decrease in the yield due to the course of gum formation processes.

20 The proposed method is simpler than the known one, since cis-acenotendiol-1,2 monoacetate rather than cis-acene-phentendiol-1,25 which is obtained by alkaline hydrolysis of monoadetate is used as the starting material. Concentrated hydrochloric acid, which causes corrosion of equipment (chloride - anion) and create-. noxious working conditions. The yield of the crude product is 50-89%, which is higher than in the known method (up to 45%),

25

Claims (1)

Invention Formula 35 40 Editor M.Nedoluzhenko The method of obtaining acenaphthylene--1 (2H) by reacting the I Z-npo-derivative acenaphthene and the acid reagent at the boiling point of the reaction mixture with simultaneous distillation of the target product by passing water vapor through the reaction mixture, characterized in that and in order to achieve the yield of the target product, cis-acetaftendiol-1,2-monoacetate is used as a 1,2-derivative acenaphthene, and a 20-40% aqueous solution of bortoboric 50% hydrochloric acid is used as an acid reagent. Compiled by R. Margolin Tehred L. Serdyukova Proofreader M. Maksimishinets 45 with steam, they were kept for 3 hours and 3.02 g of pure acenaphthyleneone-1 (2H) were obtained, mp. 120-121 ° C. Yield 82%. Example 5. The process is carried out as described in Example I, but 5 g of cis-acentafendiol-1,2 monoacetate are added in 0.5 g portions to a 30% HBF solution periodically at 30-minute intervals. 5.5 hours are distilled off with steam and 3.28 g of pure acenaphthienone-1 (2H) are obtained, m.p. 120-M ° C, Yield 89%. The optimal concentration of HBF; / is 20-40%. A decrease in concentration leads to an increase in the duration, and a decrease to a decrease in the yield due to the course of gum formation processes. The proposed method is simpler than known, since cis-acenotendiol-1,2 monoacetate rather than cis-acene-phentendiol-1,25, which is obtained by alkaline hydrolysis of monoadadet, is used as the starting material. Concentrated hydrochloric acid is excluded from the reaction sphere equipment (chloride - anion) and creating harmful working conditions. The yield of the target product is 50-89%, which is higher than in the known method (up to 45%), Invention Formula Order 5537/20 Circulation 372Subscribe VNIIPI USSR State Committee lio cases of inventions and discoveries 113035, Moscow, Zh-35, Raushsk nab. 4/5 Production and printing company, Uzhgorod, st. Project, 4