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GB691820A - Improvements in or relating to the preparation of acetals - Google Patents

Improvements in or relating to the preparation of acetals

Info

Publication number
GB691820A
GB691820A GB4844/51A GB484451A GB691820A GB 691820 A GB691820 A GB 691820A GB 4844/51 A GB4844/51 A GB 4844/51A GB 484451 A GB484451 A GB 484451A GB 691820 A GB691820 A GB 691820A
Authority
GB
United Kingdom
Prior art keywords
mixture
bromine
added
reaction
tetramethyl orthosilicate
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
Application number
GB4844/51A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
ADOLF CHRISTIAN JOSEPH OPFERMA
Original Assignee
ADOLF CHRISTIAN JOSEPH OPFERMA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by ADOLF CHRISTIAN JOSEPH OPFERMA filed Critical ADOLF CHRISTIAN JOSEPH OPFERMA
Publication of GB691820A publication Critical patent/GB691820A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C07C43/303—Compounds having groups having acetal carbon atoms bound to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C07C41/50—Preparation of compounds having groups by reactions producing groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/48—Preparation of compounds having groups
    • C07C41/50—Preparation of compounds having groups by reactions producing groups
    • C07C41/56—Preparation of compounds having groups by reactions producing groups by condensation of aldehydes, paraformaldehyde, or ketones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/30—Compounds having groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/56—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds
    • C07C45/57—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom
    • C07C45/59—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds from heterocyclic compounds with oxygen as the only heteroatom in five-membered rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Alkyl acetals are prepared by treating an alcohol with an oxidizing agent in the presence of an alkyl ester of an ortho-acid. The reaction is preferably carried out in the presence of a solvent, e.g. diethyl ether, benzene and decahydronaphthalene. An excess of ester may be used as solvent. Preferably the alkyl esters of ortho-silicic or orthoformic acid are used. Suitable oxidizing agents include chlorine, bromine, nitrogen peroxide, selenium dioxide and chomyl chloride. The reaction is preferably carried out at temperatures between -30 DEG and +150 DEG C. Hydrogen chloride catalyses the reaction and may be added to the reaction mixture if desired. In the examples: (a) bromine is added to a mixture of isoamyl alcohol and tetramethyl orthosilicate; on distillation isovaleraldimethylacetal is obtained; (b) bromine is added to a mixture of 1-chlorobutanol-4 and tetramethyl orthosilicate to give g -chlorobutyraldimethylacetal; (c) bromine is added to a mixture of benzal alcohol and tetramethyl orthosilicate in the presence of hydrogen chloride; benzaldimethylacetal is obtained; and (d) bromine is added to a mixture of butanediol and tetramethyl orthosilicate to give a mixture of succindialdehyde tetramethylacetal and monobromosuccindialdehyde tetramethylacetal.
GB4844/51A 1950-03-01 1951-02-28 Improvements in or relating to the preparation of acetals Expired GB691820A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL691820X 1950-03-01

Publications (1)

Publication Number Publication Date
GB691820A true GB691820A (en) 1953-05-20

Family

ID=19808543

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4844/51A Expired GB691820A (en) 1950-03-01 1951-02-28 Improvements in or relating to the preparation of acetals

Country Status (1)

Country Link
GB (1) GB691820A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4087465A (en) * 1976-02-25 1978-05-02 Rhone-Poulenc Industries Process for the preparation of halogeno-acetals from enoxysilanes

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4087465A (en) * 1976-02-25 1978-05-02 Rhone-Poulenc Industries Process for the preparation of halogeno-acetals from enoxysilanes

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