GB527396A - Process for the manufacture of condensation products from trimethyl-hydroquinone andalkylene halides - Google Patents

Process for the manufacture of condensation products from trimethyl-hydroquinone andalkylene halides

Info

Publication number
GB527396A
GB527396A GB10973/39A GB1097339A GB527396A GB 527396 A GB527396 A GB 527396A GB 10973/39 A GB10973/39 A GB 10973/39A GB 1097339 A GB1097339 A GB 1097339A GB 527396 A GB527396 A GB 527396A
Authority
GB
United Kingdom
Prior art keywords
formula
bromide
hydroquinone
trimethyl
halides
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
GB10973/39A
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 GB527396A publication Critical patent/GB527396A/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)

Abstract

527,396. Vitamins. HOFFMAN-LA ROCHE & CO., AKT.-GES., F. April 11, 1939, No. 10973. Convention date, April 12, 1938. Samples furnished. [Class 2 (iii)] Compounds corresponding to the general formulae are prepared by condensing trimethylhydroquinone with alkylene halides, other than phytyl halides, of the general formula X CH 2 - CH =CR<SP>1</SP>R<SP>11</SP>, in which X stands for halogen, and R<SP>1</SP> and R<SP>11</SP> for hydrogen or alkyl or alkyline groups in an indifferent solvent in the presence of acid condensing agents. If R<SP>1</SP> and R<SP>11</SP> represent hydrogen, a compound of formula I is obtained. If R<SP>1</SP> and R<SP>11</SP> represent alkyl or alkylene groups, compounds of formula II are obtained. Zinc chloride or aluminium chloride may be used as condensing agents. The products are useful medicinally. In the examples (1) trimethyl-hydroquinone condensed with geramyl bromide in the presence of anhydrous zinc chloride yields a compound of the formula It is purified by transformation into its allophanate ; (2) trimethyl-hydroquinone is condensed with alkyl bromide in the presence of anhydrous zinc chloride yielding 2.4.6.7.- tetramethyl-5-oxy-cumarane of the formula The samples furnished under Sect. 2 (5) of the Acts comprise (1) the allophanate of the compound from trimethylhydroquinone and geramyl bromide, obtained according to example 1 , (2) 2.4.6.7-tetramethyl-5-oxy-cumarane obtained in accordance with example (2) ; (3) 2.5.7.8-tetramethyl-6-oxy-chromane prepared by condensing crotyl bromide with trimethylhydroquinone.
GB10973/39A 1938-04-12 1939-04-11 Process for the manufacture of condensation products from trimethyl-hydroquinone andalkylene halides Expired GB527396A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH527396X 1938-04-12

Publications (1)

Publication Number Publication Date
GB527396A true GB527396A (en) 1940-10-08

Family

ID=4518271

Family Applications (1)

Application Number Title Priority Date Filing Date
GB10973/39A Expired GB527396A (en) 1938-04-12 1939-04-11 Process for the manufacture of condensation products from trimethyl-hydroquinone andalkylene halides

Country Status (1)

Country Link
GB (1) GB527396A (en)

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