SU784773A3 - Method of preparing monoacetoxyethylenecarbonate - Google Patents
Method of preparing monoacetoxyethylenecarbonate Download PDFInfo
- Publication number
- SU784773A3 SU784773A3 SU752134772A SU2134772A SU784773A3 SU 784773 A3 SU784773 A3 SU 784773A3 SU 752134772 A SU752134772 A SU 752134772A SU 2134772 A SU2134772 A SU 2134772A SU 784773 A3 SU784773 A3 SU 784773A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- carbonate
- acetic acid
- formula
- monoacetoxyethylenecarbonate
- preparing
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D317/34—Oxygen atoms
- C07D317/36—Alkylene carbonates; Substituted alkylene carbonates
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Description
Изобретение относитс к способу получени нового соединени формулы которое может найти применение в синтезе fi-оксиаминокислот. Способ основан на известной в органической химии реакции взаимодействи галогенсодержащего соединени например п-нитробензилхлорида с солью уксусной кислоты и щелочного металла , например ацетата натри в ере де уксусной кислоты с последующим получением п-нитробензилового эфира уксусной кислоты l . .Цель изобретени - получение нового соединени - моноацетоксиэтилен карбоната, которое вл етс промежуточньлм продуктом в синтезе -оксиаминокислот . Эта цель достигаетс тем, что соединение формулы. где У - атом галогена, подвергают взаимодействию с солью уксусной кислоты и щелочного или щелочноземельного металла при температуре кипени реакционной среды в присутствии уксусной кислоты. Пример 1. Получение моноацетоксиэтиленкарбоната . В 100мл лед ной уксусной кислоты внос т 9,19 г (75 моль) монохлорэтиленкарбоната , 7,36 г (75 моль) безводного уксуснокислого кали и смесь нагревают при температуре кипени (с обратньам холодильником) 15 ч, при перемешивании, без доступа атмосферной влаги. Газохроматографический анализ (внутренний стандарт, этиленкарбонат) указывает на 95%-ный выход моноацетоксиэтиленкарбоната . Реакционную смесь при комнатной температуре отфильтровывают от солей, осадок промывают бензиловым эфиром, объединенные фильтраты упаривают под вакуумом в ротационном испарителе до половины объема. Приливают двойной объем этилового эфира дл осаждени остаточ;ных солей, их отфильтровывают и промывают этиловым эфиром. ОбъединенныеThe invention relates to a process for the preparation of a novel compound of the formula which can be used in the synthesis of fi-hydroxy amino acids. The method is based on the reaction of reacting a halogen-containing compound, known in organic chemistry, for example p-nitrobenzyl chloride with a salt of acetic acid and an alkali metal, for example sodium acetate in an acetic acid potassium, followed by obtaining acetic acid p-nitrobenzyl ester l. The purpose of the invention is to obtain a new compound, mono acetoxyethylene carbonate, which is an intermediate product in the synthesis of α-hydroxy amino acids. This goal is achieved by the compound of the formula. where Y is a halogen atom, is reacted with an acetic acid salt and an alkali or alkaline earth metal at the boiling point of the reaction medium in the presence of acetic acid. Example 1. Obtaining monoacetoxyethylene. 9.19 g (75 mol) of monochlorethylene carbonate, 7.36 g (75 mol) of anhydrous potassium acetate are added to 100 ml of glacial acetic acid and the mixture is heated at boiling point (with reflux condenser) for 15 h, with stirring, without access of atmospheric moisture . Gas chromatographic analysis (internal standard, ethylene carbonate) indicates a 95% yield of mono acetoxyethylene carbonate. The reaction mixture at room temperature is filtered off from the salts, the precipitate is washed with benzyl ether, the combined filtrates are evaporated under vacuum in a rotary evaporator to half the volume. Double volume of ethyl ether is added to precipitate the residual salts, they are filtered and washed with ethyl ether. United
фильтраты вновь упаривают под вакуумом в ротационном испарителе до образовани масл нистого остатка, который очищают дистилл цией, моноацетоксиэтиленкарбонат , перегон етс при 132-134С/3 мм рт.ст. (172°С в бане), оставл значительный углеродистый остаток в бойлере.the filtrates are again evaporated under vacuum in a rotary evaporator until an oily residue is formed, which is purified by distillation, the mono acetoxyethylene carbonate is distilled at 132-134 ° C / 3 mm Hg. (172 ° C in the bath), leaving a significant carbon residue in the boiler.
Получают 5,50 г вещества (густое масло).5.50 g of substance are obtained (thick oil).
ИК-спектр (пленка): макс. 1820 ( карбоната), 1758 ( ацетата ), 1230 ( ацетата) 1160, 1090, 995 ( карбоната).IR spectrum (film): max. 1820 (carbonate), 1758 (acetate), 1230 (acetate) 1160, 1090, 995 (carbonate).
Claims (1)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IT22874/74A IT1012483B (en) | 1974-05-17 | 1974-05-17 | PROCESS FOR THE PREPARATION OF MO NO ACYLOXES OR AROYL OXES ALCYLEN CARBONATES AND OBTAINED PRODUCTS |
Publications (1)
Publication Number | Publication Date |
---|---|
SU784773A3 true SU784773A3 (en) | 1980-11-30 |
Family
ID=11201415
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SU752134772A SU784773A3 (en) | 1974-05-17 | 1975-05-16 | Method of preparing monoacetoxyethylenecarbonate |
Country Status (19)
Country | Link |
---|---|
JP (1) | JPS51110568A (en) |
BE (1) | BE829048A (en) |
CA (1) | CA1042906A (en) |
CH (1) | CH605901A5 (en) |
CS (1) | CS189592B2 (en) |
DD (1) | DD120876A5 (en) |
DE (1) | DE2521508A1 (en) |
DK (1) | DK216775A (en) |
FR (1) | FR2271223B1 (en) |
GB (1) | GB1503772A (en) |
HU (1) | HU172188B (en) |
IL (1) | IL47142A0 (en) |
IT (1) | IT1012483B (en) |
LU (1) | LU72494A1 (en) |
NL (1) | NL7505834A (en) |
NO (1) | NO751704L (en) |
SE (1) | SE418614B (en) |
SU (1) | SU784773A3 (en) |
ZA (1) | ZA753165B (en) |
-
1974
- 1974-05-17 IT IT22874/74A patent/IT1012483B/en active
-
1975
- 1975-04-22 IL IL47142A patent/IL47142A0/en unknown
- 1975-05-14 NO NO751704A patent/NO751704L/no unknown
- 1975-05-14 DE DE19752521508 patent/DE2521508A1/en active Pending
- 1975-05-14 BE BE156326A patent/BE829048A/en not_active IP Right Cessation
- 1975-05-15 DD DD186067A patent/DD120876A5/xx unknown
- 1975-05-15 GB GB20709/75A patent/GB1503772A/en not_active Expired
- 1975-05-15 CS CS753400A patent/CS189592B2/en unknown
- 1975-05-15 CH CH627275A patent/CH605901A5/xx not_active IP Right Cessation
- 1975-05-15 SE SE7505617A patent/SE418614B/en unknown
- 1975-05-16 LU LU72494A patent/LU72494A1/xx unknown
- 1975-05-16 JP JP50057495A patent/JPS51110568A/en active Granted
- 1975-05-16 ZA ZA00753165A patent/ZA753165B/en unknown
- 1975-05-16 SU SU752134772A patent/SU784773A3/en active
- 1975-05-16 DK DK216775A patent/DK216775A/en unknown
- 1975-05-16 NL NL7505834A patent/NL7505834A/en unknown
- 1975-05-16 CA CA227,117A patent/CA1042906A/en not_active Expired
- 1975-05-16 HU HU75SA00002792A patent/HU172188B/en unknown
- 1975-05-16 FR FR7515527A patent/FR2271223B1/fr not_active Expired
Also Published As
Publication number | Publication date |
---|---|
AU8104175A (en) | 1976-11-18 |
IL47142A0 (en) | 1975-07-28 |
SE7505617L (en) | 1975-11-18 |
LU72494A1 (en) | 1975-08-28 |
HU172188B (en) | 1978-06-28 |
JPS5519220B2 (en) | 1980-05-24 |
JPS51110568A (en) | 1976-09-30 |
BE829048A (en) | 1975-09-01 |
NL7505834A (en) | 1975-11-19 |
DE2521508A1 (en) | 1975-11-20 |
DD120876A5 (en) | 1976-07-05 |
DK216775A (en) | 1975-11-18 |
ZA753165B (en) | 1976-04-28 |
CA1042906A (en) | 1978-11-21 |
GB1503772A (en) | 1978-03-15 |
CS189592B2 (en) | 1979-04-30 |
SE418614B (en) | 1981-06-15 |
NO751704L (en) | 1975-11-18 |
IT1012483B (en) | 1977-03-10 |
CH605901A5 (en) | 1978-10-13 |
FR2271223A1 (en) | 1975-12-12 |
FR2271223B1 (en) | 1978-06-09 |
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