GB1528944A - Alpha-halogeno-delta-unsaturated carboxylic acid esters and their cyclisation to substituted cyclopropane-carboxylic esters - Google Patents
Alpha-halogeno-delta-unsaturated carboxylic acid esters and their cyclisation to substituted cyclopropane-carboxylic estersInfo
- Publication number
- GB1528944A GB1528944A GB40351/75A GB4035175A GB1528944A GB 1528944 A GB1528944 A GB 1528944A GB 40351/75 A GB40351/75 A GB 40351/75A GB 4035175 A GB4035175 A GB 4035175A GB 1528944 A GB1528944 A GB 1528944A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- esters
- cyclisation
- halogeno
- delta
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/42—Singly bound oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/27—Preparation of carboxylic acid esters from ortho-esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/62—Halogen-containing esters
- C07C69/65—Halogen-containing esters of unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/10—Systems containing only non-condensed rings with a five-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The compounds of formula I' are prepared by cyclisation of the compounds of formula V in the presence of a basic agent. R<1> to R<4> represent H or a hydrocarbon radical, R<5> represents an alcohol residue and Y and Z each represent H or a halogen. R<1> and R<2> or R<1> and R<3> can be joined to form a ring with the C atoms to which they are fixed. The compounds of formula V are obtained by reaction of a 1-halo-3-alken-2-ol of formula II in which X represents a halogen with an orthocarboxylic ester of formula III. This process leads to the products of formula I' by a more economical route than the prior processes. <IMAGE>
Applications Claiming Priority (9)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP49114117A JPS51125041A (en) | 1974-10-03 | 1974-10-03 | Process for preparing lower alkyl esters of 2, 2-dimethyl-3-(2,2-dichl orovinyl)cyclopropane carboxylic acid |
JP11411674A JPS5141324A (en) | 1974-10-03 | 1974-10-03 | Ganma deruta fuhowakarubonsanesuteru no seizoho |
JP752067A JPS6020372B2 (en) | 1974-12-28 | 1974-12-28 | Method for producing substituted cyclopropane carboxylic acid ester |
JP50002066A JPS5180819A (en) | 1974-12-28 | 1974-12-28 | ganma ipushiron fuhowakarubonsanesuteruno seizohoho |
JP50024239A JPS51125252A (en) | 1975-02-27 | 1975-02-27 | Process for preparing substituted cyclopropanecarboxylic acid esters |
JP50061558A JPS51136616A (en) | 1975-05-23 | 1975-05-23 | Process for preparation of gamma-halogeno-delta-unsaturated carboxylic acid esters |
JP50064962A JPS51141843A (en) | 1975-05-30 | 1975-05-30 | A process for preparing a substituted cyclopropane carboxylic acid est er |
JP50064963A JPS51141844A (en) | 1975-05-30 | 1975-05-30 | Process for preparing substituted cyclopropane-carboxylic acid esters |
JP50104224A JPS597712B2 (en) | 1975-08-28 | 1975-08-28 | Method for producing γ-lactone derivative |
Publications (1)
Publication Number | Publication Date |
---|---|
GB1528944A true GB1528944A (en) | 1978-10-18 |
Family
ID=27576441
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB40351/75A Expired GB1528944A (en) | 1974-10-03 | 1975-10-02 | Alpha-halogeno-delta-unsaturated carboxylic acid esters and their cyclisation to substituted cyclopropane-carboxylic esters |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH620192A5 (en) |
FR (1) | FR2302997A1 (en) |
GB (1) | GB1528944A (en) |
-
1975
- 1975-10-02 CH CH1280375A patent/CH620192A5/en not_active IP Right Cessation
- 1975-10-02 FR FR7530219A patent/FR2302997A1/en active Granted
- 1975-10-02 GB GB40351/75A patent/GB1528944A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR2302997B1 (en) | 1982-08-20 |
CH620192A5 (en) | 1980-11-14 |
FR2302997A1 (en) | 1976-10-01 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PE20 | Patent expired after termination of 20 years |
Effective date: 19951001 |