GB427286A - Process for the manufacture of 2-keto-laevo-gulonic acid - Google Patents

Process for the manufacture of 2-keto-laevo-gulonic acid

Info

Publication number
GB427286A
GB427286A GB29513/34A GB2951334A GB427286A GB 427286 A GB427286 A GB 427286A GB 29513/34 A GB29513/34 A GB 29513/34A GB 2951334 A GB2951334 A GB 2951334A GB 427286 A GB427286 A GB 427286A
Authority
GB
United Kingdom
Prior art keywords
laevo
acid
keto
sorbose
gulonic acid
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
GB29513/34A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Publication of GB427286A publication Critical patent/GB427286A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C07H7/02—Acyclic radicals
    • C07H7/027—Keto-aldonic acids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

2-keto-laevo-gulonic acid is prepared from laevo-sorbose by forming the corresponding bis-methylene ether derivatives by treatment with carbonyl compounds, oxidizing them to the corresponding acid in alkaline solution, and then splitting off the carbonyl compounds by heating with water or dilute acids. Suitable carbonyl compounds are formaldehyde, acetone, methyl-ethyl-ketone, and benzaldehyde. Suitable oxidizing agents are permanganate and ferri-cyanide. It is not necessary to isolate the intermediate products. In examples: (1) sorbose is suspended in acetone, sulphuric acid added slowly and the mixture stirred 24 hours, then neutralized with ammonia gas, and filtered. After the acetone is distilled off a viscous oil remains which is crystallized from benzine. The diacetone-laevo-sorbose so produced is dissolved in dilute potash, and potassium permanganate added with stirring, the product filtered, evaporated to dryness in vacuo and extracted with alcohol and the potassium salt of the diacetone compound of 2-keto-laevo-gulonic acid crystallized. The free acid is produced by the action of hydrochloric acid in ice cold solution, and the 2-keto-laevo-gulonic acid isolated by heating on the water bath; (2) 50 kilos benzaldehyde are poured over 2 kilos 1-sorbose and 0,5 kilo hydrochloric acid gas passed in. Ether is added, the solution washed with alkali, dried, and oxidized with alkaline permanganate. The di - benzal - 2 - keto - laevo-gulonic acid is liberated by mineral acid from an ether solution of the reaction product, and the 2-keto-laevo-gulonic acid itself formed by boiling with alcoholic hydrychloric acid.
GB29513/34A 1933-10-25 1934-10-15 Process for the manufacture of 2-keto-laevo-gulonic acid Expired GB427286A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH427286X 1933-10-25

Publications (1)

Publication Number Publication Date
GB427286A true GB427286A (en) 1935-04-18

Family

ID=4514859

Family Applications (1)

Application Number Title Priority Date Filing Date
GB29513/34A Expired GB427286A (en) 1933-10-25 1934-10-15 Process for the manufacture of 2-keto-laevo-gulonic acid

Country Status (1)

Country Link
GB (1) GB427286A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4061489A (en) * 1973-04-02 1977-12-06 Hoffmann-La Roche Inc. Abscission compositions

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4061489A (en) * 1973-04-02 1977-12-06 Hoffmann-La Roche Inc. Abscission compositions

Similar Documents

Publication Publication Date Title
US2256500A (en) Manufacture of pregnendiones
GB427286A (en) Process for the manufacture of 2-keto-laevo-gulonic acid
US2443334A (en) Manufacture of vitamin intermediates
NO115585B (en)
SU535294A1 (en) Method for producing 2,5-dichloro-4-alkyl mercaptophenols
US2088667A (en) Amino-aroylamino-benzoic acid and process of making it
US2756254A (en) Method of preparing diphenyl acetic acid
US1981901A (en) Alkali metal salt of elaidyl sulphuric ester
US3445479A (en) N-acylated-5-iodoindoles
US2752352A (en) Derivatives of the esters of beta-ketonic acids and process
US2358366A (en) Heterocyclic substituted aryl sulphonamido compounds and methods of obtaining the same
AT216684B (en) Process for the preparation of 19-nortestosterone derivatives substituted in the 4-position
SU122152A1 (en) Method of obtaining 2.3.5-trimethylhydroquinone
US2666073A (en) Process for the manufacture of n1-acylated aminoarylsulfonamides
US2376283A (en) Dyestuffs suitable for use as indicators
SU38152A1 (en) Method for preparing 8-hydroxyquinolysis
DE501083C (en) Process for the preparation of benzanthrone derivatives
DE942562C (en) Process for the production of pure, long-life potassium nitrosodisulfonate
DE870415C (en) Process for converting the oximes of cyclic ketones into the corresponding lactams
AT261130B (en) Process for the production of the new 3.2 Dioxo 17α methyl 19 nor pregna 4,9,11 triens
GB409733A (en) Manufacture of unsaturated esters and of intermediates
US2451428A (en) Dihydrothiophenes and method of preparing same
SU427014A1 (en) METHOD OF OBTAINING HETEROCYCLIC TRISULPHONES
DE970593C (en) Process for the preparation of D-threo-1-p-nitrophenyl-2-dichloroacetamino-1,3-propanediol
CH274691A (en) Method for the recovery of 3,21-diacetoxy-11,20-diketo-12-bromo-pregnane.