Investigation of the catalуtic activitу of K2CO3 in the carboxуlation reaction of phenol with sodium ethуl carbonate
The catalуtic activitу of К2СО3 in the carboxуlation reaction of phenol with sodium ethуl carbonate has been investigated. The aim of the research was to develop a new efficient method for producing salicylic acid which is widely used in pharmaceuticals and other type preparations, also used in agriculture as an effective plant growth promoter. The most widespread synthesis method of salicylic acid is the Kolbe-Schmitt of phenol carboxylation, but it has a number of serious disadvantages. One of the alternative methods is the use of alkali metal salts of mono ethers of the carbonic acids as carboxylating agents in the carboxylation of phenol. In order to improve the method of production of salicylic acid, the catalytic activity of the К2СО3 catalyst at the carboxylation of phenol with sodium ethyl carbonate was studied for the first time. The effect of the process parameters (temperature, pressure, reaction time, ratio of catalyst to carboxylating agent) on the yield of the target product was studied. It was found optimal conditions: T=160°C, PCO2=10 atm, τ=7(4+3) h, [К2СО3]:[SEC]=0.07:1 at which the yield of the target product was 80%. The yields of the target product at phenol carboxylation with sodium ethyl carbonate in the presence and without K2CO3 were determined. It was found that К2СО3 shows the catalytic activity during carboxylation reaction.
2 Neubert ME, Fishel DL (1983) Org Synth 61:8-12. Crossref
3 Lu W, Yamaoka Y, Taniguchi Y, Kitamura T, Takaki K, Fujiwara Y (1999) J Organomet Chem 580:290-294. Crossref
4 Tagaya H, Onuki M, Tomioka Y, Wada Y, Karasu M, Chiba K (1990) B Chem Soc Jpn 63:3233-3237. Crossref
5 Nishino H, Tsunoda K, Kurosawa K (1989) B Chem Soc Jpn 62:545-550. Crossref
6 Kudo K, Mori S, Sugita N (1992) Bulletin of the Institute for Chemical Research, Kyoto University 70:284-294.
7 Lindsey AS, Jeskey H, (1957) Chem Rev 57:583-620. Crossref
8 Hattori T, Suzuki Y, Uesugi O, Oi S, Miyano S (2000) Chem Commun 1:73-74. Crossref
9 Norris JF, Wood JE (1940) J Am Chem Soc 62:1428-1432. Crossref
10 Huesler R, Orban I, Holer M, European Patent 706987 (1996); Chemical Abstracts 125:58103.
11 Arakawa H, Aresta M, Armor JN, and et. al. (2001) Chem Rev 101:953-996. Crossref
12 Miaofei G, Xingxing Y, Zhenmin Ch (2016) Res Chem Intermediat 42:391-406. Crossref
13 Worthing CR, Walker SB (1987) Pesticides Manual: A World Compendium. British Crop Protection Council, London. P.693.
14 Wessely F, Benedikt K, Benger H, Friedrich G, Prillinger F (1950) Monatsh Chem 81:1071-1091. Crossref
15 Yan X, Cheng Z, Yue Z, Yuan P (2014) Res Chem Intermediat 40:3059-3071. Crossref
16 Hoch H, Seeger Q (1977) US 4,002,675.
17 Schulz OF, Martens H, Burgdorf K (1957) US 2,808,434.
18 Wygant JC (1960) US 3,089,905.
19 Idemoto Y, Richardson Jr JW, Koura N, Kohara S, Loong CK (1998) J Phys Chem Solids 59:363-376.
20 Becht HY, Struikmans R (1976) Acta Crystallogr B 32:3344-3346. Crossref
21 Gao H, Pishney S, Janik MJ (2013) Surf Sci 609:140-146. Crossref
22 Seiferth O, Wolter K, Dillmann B, Klivenyi G, Freund HJ, Scarano D, Zecchina A (1999) Surf Sci 421:176-190. Crossref
23 Markovic Z, Engelbrecht JP, Markovic S (2002) Zeitschrift für Naturforschung A 57:812-818.
24 Mil’to VL, Orlov VY, Mironov GS, Kopeikin VV (2001) Kinet Catal+ 42:471-473. Crossref
25 Sрakirov LG, Zobov PM, Bikkylov AZ (1985) Russ J Appl Chem+ 4:563-569. (In Russian)
26 Hlebnikov VN, Shakirov LG, Kyznecov OE, Bekkylov AZ (1989) Russ J Appl Chem+ 3:626-630. (In Russian)
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