SU852856A1 - Method of preparing tetrahydrobenzolic acid derivatives - Google Patents
Method of preparing tetrahydrobenzolic acid derivatives Download PDFInfo
- Publication number
- SU852856A1 SU852856A1 SU782638846A SU2638846A SU852856A1 SU 852856 A1 SU852856 A1 SU 852856A1 SU 782638846 A SU782638846 A SU 782638846A SU 2638846 A SU2638846 A SU 2638846A SU 852856 A1 SU852856 A1 SU 852856A1
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- SU
- USSR - Soviet Union
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- tetrahydrobenzolic
- preparing
- acid derivatives
- adduct
- distilled
- Prior art date
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
CsHiiN.CsHiiN.
Вычислено, %: С 79,3; Н 9,1; N 11,6.Calculated,%: C 79.3; H 9.1; N 11.6.
б)В трехгорлую колбу емкостью 1000 мл, снабженную обратным холодильником , мешалкой и газоподвод щей трубкой, помещают 80 г (2 моль) NaOH в 100 мл воды и 160 мл спирта, прибавл ют 50 г (0,41 моль) аддукта I, II, III. Реакционную смесь нагревают на кип щей вод ной бане в токе азота в течение 30-36 ч. После охлаждени реакционную смесь выливают в 600 мл дистиллированной воды, подкисл ют концентрированной сол ной кислотой до кислой реакции и экстрагируют эфиром. Эфирные выт жки сушат CaCl2. Отогнав эфир, получают 56,1 г масла, при разгонке которого получают 45,0 г (78%) аддукта IV, V, У1-2,5-эндометилен-Д2-тетрагидробензойной кислоты (IV), 4-метил-Д -тетрагидробензойной кислоты (V), 2-метил-Д -тетрагидробенэойной кислоты (VI), т. кип. 96,5-108°С/1 мм рт. ст., п|,о 1,4839.b) In a 1000 ml three-neck flask equipped with a reflux condenser, a stirrer and a gas supply tube, 80 g (2 mol) of NaOH are placed in 100 ml of water and 160 ml of alcohol, 50 g (0.41 mol) of adduct I, II are added Iii. The reaction mixture is heated on a boiling water bath in a stream of nitrogen for 30-36 hours. After cooling, the reaction mixture is poured into 600 ml of distilled water, acidified with concentrated hydrochloric acid to acidic reaction and extracted with ether. The ether extracts dry CaCl2. Having distilled off the ester, 56.1 g of oil are obtained, during the distillation of which 45.0 g (78%) of adduct IV, V, U1-2.5-endomethylene-D2-tetrahydrobenzoic acid (IV), 4-methyl-D-tetrahydrobenzoic acids (V), 2-methyl-D-tetrahydrobenoic acid (VI), t. Kip. 96.5-108 ° С / 1 mm Hg. Art., p |, about 1.4839.
в)В стальной автоклав емкостью 2000 мл загружают 94 г (0,777 моль) моноаддукта (I,ll, III) и 1000 мл 10%-ного водного раствора КОН. Автоклав закрывают , нагревают до 180°С и выдерживают при этой температуре 2 ч. После охлаждени реакционную смесь выливают в 600 мл дистиллированной воды, подкисл ют концентрированной сол ной кислотой до кислой реакции и экстрагируют бензолом. Отогнав бензол, остаток перегон ют. Получают 103,5 г (95%) аддукта IV, V, VI, т. кип. 94- 124°С/1 мм рт. ст., представл ющего собой полукристаллическую массу.c) In a steel autoclave with a capacity of 2000 ml, 94 g (0.777 mol) of mono-adduct (I, ll, III) and 1000 ml of 10% aqueous KOH solution are loaded. The autoclave is closed, heated to 180 ° C and kept at this temperature for 2 hours. After cooling, the reaction mixture is poured into 600 ml of distilled water, acidified with concentrated hydrochloric acid until acidic, and extracted with benzene. Purging the benzene, the residue was distilled. Receive 103.5 g (95%) of the adduct IV, V, VI, t. Kip. 94- 124 ° C / 1 mm Hg. Art., which is a semi-crystalline mass.
Найдено, %: С 68,2; Н 8,3. К. ч. 415. Вычислено, %: С 68,6; Н 8,6. К. ч. 400.Found,%: C 68.2; H 8.3. K. h. 415. Calculated,%: C 68.6; H 8.6. K. h. 400
C8Hi2O2.C8Hi2O2.
Пример 2. В стальной автоклав емкостью 2000 мл в атмосфере аргона загружают 1000 мл (660 г) фракции Cs пиролиза, 160 г (3 моль) акрилонитрила и 2 г гидрохинона . Автоклав загружают, нагревают до 200°С и выдерживают при этой температуреExample 2. In a steel autoclave with a capacity of 2000 ml in an argon atmosphere, 1000 ml (660 g) of the Cs pyrolysis fraction, 160 g (3 mol) of acrylonitrile and 2 g of hydroquinone are loaded. The autoclave is loaded, heated to 200 ° C and maintained at this temperature.
6 ч. После охлаждени автоклава реакционную смесь выгружают, отгон ют низкокип щую фракцию при атмосферном давлении, остаток перегон ют в вакууме. Получают 295 г (81%) моноаддукта (I, III, V), т. кип.6 hours. After cooling the autoclave, the reaction mixture is discharged, the low boiling fraction is distilled off at atmospheric pressure, the residue is distilled in vacuum. Receive 295 g (81%) of monoadduct (I, III, V), t. Kip.
80-86°С/10 мм рт. ст., п2,о 1,4770.80-86 ° C / 10 mm Hg. Art., P2, about 1.4770.
Омыление аддукта (I, III, V) до аддукта П, IV, VI провод т по способам, описанным в пунктах б и в примера 1.Saponification of the adduct (I, III, V) to adduct P, IV, VI is carried out according to the methods described in paragraphs b and in example 1.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU782638846A SU852856A1 (en) | 1978-06-12 | 1978-06-12 | Method of preparing tetrahydrobenzolic acid derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU782638846A SU852856A1 (en) | 1978-06-12 | 1978-06-12 | Method of preparing tetrahydrobenzolic acid derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU852856A1 true SU852856A1 (en) | 1981-08-07 |
Family
ID=20774509
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU782638846A SU852856A1 (en) | 1978-06-12 | 1978-06-12 | Method of preparing tetrahydrobenzolic acid derivatives |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU852856A1 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58157732A (en) * | 1982-02-22 | 1983-09-19 | ザ・グツドイア−・タイヤ・アンド・ラバ−・コンパニ− | Removal of cyclopentadiene from c5 hydrocarbon flow |
| JPS58157730A (en) * | 1982-02-22 | 1983-09-19 | ザ・グツドイア−・タイヤ・アンド・ラバ−・コンパニ− | Method of reducing cyclopentadiene from isoprene flow |
-
1978
- 1978-06-12 SU SU782638846A patent/SU852856A1/en active
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS58157732A (en) * | 1982-02-22 | 1983-09-19 | ザ・グツドイア−・タイヤ・アンド・ラバ−・コンパニ− | Removal of cyclopentadiene from c5 hydrocarbon flow |
| JPS58157730A (en) * | 1982-02-22 | 1983-09-19 | ザ・グツドイア−・タイヤ・アンド・ラバ−・コンパニ− | Method of reducing cyclopentadiene from isoprene flow |
| JPH0216735B2 (en) * | 1982-02-22 | 1990-04-18 | Gutsudoiyaa Taiya Ando Rabaa Co Za | |
| JPH0216734B2 (en) * | 1982-02-22 | 1990-04-18 | Gutsudoiyaa Taiya Ando Rabaa Co Za |
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