GB751437A - A method of increasing the vitamin e biological activity of -a-tocopherol - Google Patents

A method of increasing the vitamin e biological activity of -a-tocopherol

Info

Publication number
GB751437A
GB751437A GB19978/54A GB1997854A GB751437A GB 751437 A GB751437 A GB 751437A GB 19978/54 A GB19978/54 A GB 19978/54A GB 1997854 A GB1997854 A GB 1997854A GB 751437 A GB751437 A GB 751437A
Authority
GB
United Kingdom
Prior art keywords
tocopherol
hydrogen chloride
per cent
total
normality
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
GB19978/54A
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.)
Eastman Kodak Co
Original Assignee
Eastman Kodak Co
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 Eastman Kodak Co filed Critical Eastman Kodak Co
Publication of GB751437A publication Critical patent/GB751437A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/335Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • A61K31/3533,4-Dihydrobenzopyrans, e.g. chroman, catechin
    • A61K31/355Tocopherols, e.g. vitamin E
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/70Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4 with two hydrocarbon radicals attached in position 2 and elements other than carbon and hydrogen in position 6
    • C07D311/723,4-Dihydro derivatives having in position 2 at least one methyl radical and in position 6 one oxygen atom, e.g. tocopherols

Landscapes

  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Pyrane Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The Vitamin E activity of b -tocopherol is increased by chloromethylating it in a tocopherolcontaining phase, the hydrogen chloride normality of which is from 0.8 N to 1.0 N, and reducing the chloromethylated product. The chloromethylation may be effected by means of formaldehyde, paraformaldehyde or dimethyl formal in conjunction with the hydrogen chloride, or by means of chloromethyl ether. The desired hydrogen chloride normality during this step is advantageously achieved by treating the b -tocopherol in a non-aqueous organic solvent phase in contact with an aqueous acid phase, the total hydrogen chloride normality in the mixed phases being adjusted to 4-5 N, e.g. by passing in gaseous hydrogen chloride. The reduction step may be effected by hydrogenation in the presence of Raney nickel at moderate pressures or by adding zinc dust to the acidic reaction mixture. The process is applicable especially to the treatment of compositions containing at least 50 per cent of b -tocopherol, e.g. the product obtained from a composition containing a substantial amount of d -tocopherol by converting said d -tocopherol to a mixture of b - and a -tocopherols and separating the former from the latter. Examples describe the treatment of (1) a concentrate in which 76.5 per cent of the total tocopherol content is b -tocopherol, dissolved in diethyl ether; (2) a concentrate in which 86 per cent of the total tocopherol content is b -tocopherol, dissolved in isopropyl ether. Specifications 639,011, 676,853 and 681,508 are referred to.
GB19978/54A 1953-07-13 1954-07-08 A method of increasing the vitamin e biological activity of -a-tocopherol Expired GB751437A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US751437XA 1953-07-13 1953-07-13

Publications (1)

Publication Number Publication Date
GB751437A true GB751437A (en) 1956-06-27

Family

ID=22123831

Family Applications (1)

Application Number Title Priority Date Filing Date
GB19978/54A Expired GB751437A (en) 1953-07-13 1954-07-08 A method of increasing the vitamin e biological activity of -a-tocopherol

Country Status (1)

Country Link
GB (1) GB751437A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107935980A (en) * 2017-11-24 2018-04-20 宁波大红鹰生物工程股份有限公司 A kind of production technology of D alpha tocopherols

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107935980A (en) * 2017-11-24 2018-04-20 宁波大红鹰生物工程股份有限公司 A kind of production technology of D alpha tocopherols
CN107935980B (en) * 2017-11-24 2021-06-18 宁波大红鹰生物工程股份有限公司 Production process of D-alpha-tocopherol

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