GB526884A - Improvements in or relating to the manufacture of d1-tocopherols - Google Patents

Improvements in or relating to the manufacture of d1-tocopherols

Info

Publication number
GB526884A
GB526884A GB8628/39A GB862839A GB526884A GB 526884 A GB526884 A GB 526884A GB 8628/39 A GB8628/39 A GB 8628/39A GB 862839 A GB862839 A GB 862839A GB 526884 A GB526884 A GB 526884A
Authority
GB
United Kingdom
Prior art keywords
bromide
phytyl
dimethylhydroquinone
phytol
tocopherols
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
GB8628/39A
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.)
F Hoffmann La Roche AG
Original Assignee
F Hoffmann La Roche AG
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 F Hoffmann La Roche AG filed Critical F Hoffmann La Roche AG
Publication of GB526884A publication Critical patent/GB526884A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic 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
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
    • C07D311/70—Benzo[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
    • C07D311/72—3,4-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)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyrane Compounds (AREA)

Abstract

526,884. Tocopherols. HOFFMAN-LA ROCHE & CO. AKT.-GES. F. March 17, 1939, Nos. 8623, 8629, 8630, 8631,8632,8633, 8634 and 8635. Convention dates, March 31, 1938, April 1, 1938, April 14, 1938, June 3, 1938, June 11, 1938, June 23, 1938, July 20, 1938 and July 26, 1938. [Class 2 (iii)] Al-tocopherols are prepared by reacting trimethylhydroquinone or a dimethylhydroquinone with phytol, isophytol, a phytyl halide or a 3-halogeno-dihydrophytyl halide in the presence of an acidic condensing agent. The products, which are chromane derivatives, appear to be identical with the racemates of tocopherols obtained from natural materials and are useful therapeutically. The reaction is preferably effected in an inert solvent such as benzine or petroleum ether, with the aid of formic acid or zinc chloride as condensing agent. Examples describe its condensation of (1) trimethylhydroquinone with phytyl bromide, 3-bromodihydrophytyl bromide and phytol, (2) 2 :5-dimethylhydroquinone with phytyl bromide, (3) 3 : 5-dimethylhydroquinone with phytyl bromide, phytol and 3-bromodihydrophytyl bromide, and (4) trimethylhydroquinone with isophytol. The formulae of some of the its products are given. Specification 508,292 is referred to. The Specification as open to inspection under Sect. 91 also describes the interaction of 2: 3-dimethylhydroquinone with phytyl bromide in the presence of zinc chloride, and refers to the use of phytol, isophytol and a phytyl dihalide for the same reaction. This subject-matter does not appear in the Specification as accepted.
GB8628/39A 1938-04-01 1939-03-17 Improvements in or relating to the manufacture of d1-tocopherols Expired GB526884A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH526884X 1938-04-01

Publications (1)

Publication Number Publication Date
GB526884A true GB526884A (en) 1940-09-27

Family

ID=4518242

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8628/39A Expired GB526884A (en) 1938-04-01 1939-03-17 Improvements in or relating to the manufacture of d1-tocopherols

Country Status (1)

Country Link
GB (1) GB526884A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2486541A (en) * 1946-07-19 1949-11-01 Distillation Products Inc Delta-tocopherol
US2486539A (en) * 1946-07-19 1949-11-01 Distillation Products Inc Conversion of beta-, gamma-, and delta-tocopherol to alph-tocopherol
CN114989125A (en) * 2022-05-30 2022-09-02 万华化学(四川)有限公司 Preparation method of low-color-number vitamin E acetate

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2486541A (en) * 1946-07-19 1949-11-01 Distillation Products Inc Delta-tocopherol
US2486539A (en) * 1946-07-19 1949-11-01 Distillation Products Inc Conversion of beta-, gamma-, and delta-tocopherol to alph-tocopherol
CN114989125A (en) * 2022-05-30 2022-09-02 万华化学(四川)有限公司 Preparation method of low-color-number vitamin E acetate

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