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SU536173A1 - The method of obtaining neo-a-retrodehydro-carotene - Google Patents

The method of obtaining neo-a-retrodehydro-carotene

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Publication number
SU536173A1
SU536173A1 SU2110449A SU2110449A SU536173A1 SU 536173 A1 SU536173 A1 SU 536173A1 SU 2110449 A SU2110449 A SU 2110449A SU 2110449 A SU2110449 A SU 2110449A SU 536173 A1 SU536173 A1 SU 536173A1
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SU
USSR - Soviet Union
Prior art keywords
carotene
neo
retrodehydro
obtaining
solvent
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Application number
SU2110449A
Other languages
Russian (ru)
Inventor
Виктор Григорьевич Майрановский
Нафтолий Танхелевич Иоффе
Аскольд Анатольевич Енговатов
Original Assignee
Всесоюзный Научно-Исследовательский Витаминный Институт
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Priority to SU2110449A priority Critical patent/SU536173A1/en
Application granted granted Critical
Publication of SU536173A1 publication Critical patent/SU536173A1/en

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  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)

Description

Изобретение относитс  к получению соединений Класса .каротиноидов, содержащих. 12 сопр женных двойных св зей, которые наход т Применение в качестве .природных красителей дл  пищевой промыщленности.This invention relates to the preparation of carotene-class containing compounds. 12 conjugated double bonds, which are used as natural dyes for the food industry.

Известен способ получени  «ео-А-ретродегидро-р-каротина путем воздействи  иода на р-каротин в ореде растворител  (гексана) с последующей обработкой образующегос  продукта тиосульфатом патри  и храматографической очисткой 1.A known method for the production of eo-A-retrodehydro-p-carotene by exposing i-iodine to p-carotene in an solvent (hexane), followed by treatment of the resulting product with patriot thiosulfate and chromatographic purification 1.

Недостаток способа - пизкий (24%) выход целевого продукта.The disadvantage of this method is pizky (24%) yield of the target product.

Цель изобретени  - повышение выхода нео-А-рет.родегидро-р-кароти.на.The purpose of the invention is to increase the yield of neo-A-ret.rodehydro-p-caroti.na.

Это достигаетс  тем, что в качестве растворител  используют низший хлоралкан и восстановление провод т электрохимически в среде того же раство)рител  в присутствии перхлората тетраэтил- или тетрабугиламмоии .This is achieved by using lower chloroalkane as the solvent, and the reduction is carried out electrochemically in the same solvent as the solvent in the presence of tetraethyl or tetrabuhylammoii perchlorate.

При действии йода на р-,каротин .в среде хлорсодержащего растворител , например 1,2дихлорэтала или тетрахлорэта.на, образуетс  окрашенный комплекс (на электронных спектрах возникает .нова  полоса поглощени  с макс-1025±5 нм в дихлорэтане). Электрохимическое восстановление этого комплексаWhen iodine acts on p-, carotene in a chlorine-containing solvent, for example 1,2dichloroethyl or tetrachloroethane, a colored complex is formed (on electronic spectra a new absorption band appears with max-1025 ± 5 nm in dichloroethane). Electrochemical reduction of this complex

в среде низшего хлоралкана с добавкой электролровод щей соли («апример Et4NC104) на платиновом или графитовом катоде .при потеициале 0,1 -В (относительно насыщенного каломельного электрода - нас. «. э.) приводит после хроматографической очистки к получению нео-А-ретродегидро-р-каротина.in the environment of lower chloralkan with the addition of an electrically conductive salt ("for example Et4NC104) on a platinum or graphite cathode. at a potential of 0.1-B (relative to a saturated calomel electrode — nas.". E.), after chromatographic purification, it produces neo-A- retrodehydro-p-carotene.

Выход (Продукта 70%.Output (Product 70%.

П р и ме р 1. 50 мг р-,кароти.на и 50 мг йода раствор ют IB 50 мг распвора дихлорэтана, содержащего .насыщенный раствор Et4NC104 и BHOMTiB электролизер.Катод-Pt-диск(0 2 см), адод - Pt-сетка (S 25 см). Электрол из ведут при потенциале 0,1 В нас. к. э. в течение 30- 40 мин.Example 1. 50 mg of p-carotene and 50 mg of iodine dissolve IB 50 mg of dichloroethane solution containing a saturated solution of Et4NC104 and a BHOMTiB electrolyzer. Cathode-Pt-disk (0 2 cm), adod-Pt -net (S 25 cm). Electrolytes of lead at a potential of 0.1 V us. cond. within 30-40 minutes

По окончании электролиза (контроль по исчезновению полосы в электронном спектр:: при 1000 нм) растворитель отгон ют с помощью масл ного насоса, оставшуюс  реакционную массу экстрагируют гексаном (3 X х-10жл), уиарнвают на роторном испарителе и проду,кты электролиза раздел ют на закреплениом силикагеле (элюент - гепта-н : бензол 10 : 1). Получают 35 мг продукта; т. пл. 175° С; выход 70%.At the end of the electrolysis (control by disappearance of the band in the electronic spectrum :: at 1000 nm), the solvent is distilled off using an oil pump, the remaining reaction mass is extracted with hexane (3 X X-10 g), heated on a rotary evaporator and the electrolysis products are separated on the binding of silica gel (eluent - heptan: benzene 10: 1). 35 mg of product is obtained; m.p. 175 ° C; yield 70%.

Пример 2. 100 мг р-:каротина и 100 мг йода раствор ют в 100 мл раствора тетрахлорэтана , содержащего насыщенный раствор BU4NC1O4 и внос т ,в электролизер. Катод - Pt-Дис-х (0 2 см), анод - Pt-сетка (S 25 . Элегстролнз ведут при потенциале 0,1 В нас. к. э. в течение 1 ч 30 мин. После окончани  электролиза (ко нтроль ио исчезновению ПОЛОСЫ в электронном спектре при Я 1000 нм) растворитель отгон ют с помощью масл ного насоса, оставшуюс  реа.киионную массу экстрагируют гексаном (3 X 20 мл), унари-вают на ротор.ном испарителе и продукты электролиза раздел ют на закрепленном силикагеле (элюент - гепта1н : бензол 10:1). Выход нео-А-ретродегидро-р-каротина 65%, что составл ет 65 мг; т. ил. 173° С.Example 2. 100 mg of p-: carotene and 100 mg of iodine are dissolved in 100 ml of tetrachloroethane solution containing a saturated solution of BU4NC1O4 and introduced into the electrolyzer. The cathode is Pt-Dis-x (0 2 cm), the anode is a Pt grid (S 25. Electroflunts are held at a potential of 0.1 V AC a. 1 for 30 h. After the end of the electrolysis (control in the electronic spectrum at 1000 nm, the solvent was distilled off using an oil pump, the remaining reactive mass was extracted with hexane (3 X 20 ml), unary on a rotor evaporator and the electrolysis products were separated on fixed silica gel ( eluent — hepta1n: benzene 10: 1). The yield of neo-A-retro-dehydro-p-carotene is 65%, which is 65 mg; t., ill. 173 ° C.

Claims (1)

1. Chem. Вег. 65.637. 1932 (лрототип).1. Chem. Veg. 65.637. 1932 (lrotype).
SU2110449A 1975-03-03 1975-03-03 The method of obtaining neo-a-retrodehydro-carotene SU536173A1 (en)

Priority Applications (1)

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Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
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Publications (1)

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SU536173A1 true SU536173A1 (en) 1976-11-25

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