GB1323852A - Process for the manufacture of chromane derivatives - Google Patents
Process for the manufacture of chromane derivativesInfo
- Publication number
- GB1323852A GB1323852A GB118772A GB118772A GB1323852A GB 1323852 A GB1323852 A GB 1323852A GB 118772 A GB118772 A GB 118772A GB 118772 A GB118772 A GB 118772A GB 1323852 A GB1323852 A GB 1323852A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- chloride
- chromane
- iron
- hydrogen
- 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
Links
- 125000003016 chromanyl group Chemical class O1C(CCC2=CC=CC=C12)* 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 6
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 abstract 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 abstract 3
- 150000001843 chromanes Chemical class 0.000 abstract 3
- AUFZRCJENRSRLY-UHFFFAOYSA-N 2,3,5-trimethylhydroquinone Chemical compound CC1=CC(O)=C(C)C(C)=C1O AUFZRCJENRSRLY-UHFFFAOYSA-N 0.000 abstract 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 abstract 2
- 101000653791 Bos taurus Protein S100-A12 Proteins 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 229910021577 Iron(II) chloride Inorganic materials 0.000 abstract 1
- KEVYVLWNCKMXJX-ZCNNSNEGSA-N Isophytol Natural products CC(C)CCC[C@H](C)CCC[C@@H](C)CCC[C@@](C)(O)C=C KEVYVLWNCKMXJX-ZCNNSNEGSA-N 0.000 abstract 1
- BLSCQJBVIINDAL-UHFFFAOYSA-N [2-(4,8-dimethylnonyl)-2,5,7,8-tetramethyl-3,4-dihydrochromen-6-yl] acetate Chemical compound CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)C)(C)CCC2=C1C BLSCQJBVIINDAL-UHFFFAOYSA-N 0.000 abstract 1
- 229940087168 alpha tocopherol Drugs 0.000 abstract 1
- 125000003435 aroyl group Chemical group 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 229910000041 hydrogen chloride Inorganic materials 0.000 abstract 1
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- NMCUIPGRVMDVDB-UHFFFAOYSA-L iron dichloride Chemical compound Cl[Fe]Cl NMCUIPGRVMDVDB-UHFFFAOYSA-L 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- -1 phytyl chloride Chemical compound 0.000 abstract 1
- 229960000984 tocofersolan Drugs 0.000 abstract 1
- 239000002076 α-tocopherol Substances 0.000 abstract 1
- 235000004835 α-tocopherol Nutrition 0.000 abstract 1
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)
- Pyrane Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH32871 | 1971-01-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1323852A true GB1323852A (en) | 1973-07-18 |
Family
ID=4184512
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB118772A Expired GB1323852A (en) | 1971-01-11 | 1972-01-11 | Process for the manufacture of chromane derivatives |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US3789086A (forum.php) |
| JP (1) | JPS532869B1 (forum.php) |
| CA (1) | CA955599A (forum.php) |
| CH (1) | CH547278A (forum.php) |
| DK (1) | DK128537B (forum.php) |
| FR (1) | FR2121750B1 (forum.php) |
| GB (1) | GB1323852A (forum.php) |
| NL (1) | NL156404B (forum.php) |
| SE (1) | SE382215B (forum.php) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6020388B2 (ja) * | 1974-07-18 | 1985-05-21 | エーザイ株式会社 | ビタミンｅ脂肪族カルボン酸エステルの合成法 |
| US4168271A (en) * | 1977-04-13 | 1979-09-18 | Scm Corporation | Unsaturated vitamin E intermediates--dehydro and didehydro α-tocopherols |
| JPS607993B2 (ja) * | 1978-01-12 | 1985-02-28 | 株式会社クラレ | ｄｌ−α−トコフエロ−ルの製造方法 |
| US4208334A (en) * | 1978-12-22 | 1980-06-17 | Hoffmann-La Roches Inc. | Process for preparation of α-tocopherol |
| KR950007045B1 (ko) * | 1992-04-14 | 1995-06-30 | 주식회사태평양 | 폴리에톡실레이티드 비타민 e를 함유한 피부화장료 |
| JP3839071B2 (ja) * | 1993-12-07 | 2006-11-01 | 有限会社ケムフィズ | クロマン誘導体 |
| US5663376A (en) † | 1994-07-27 | 1997-09-02 | Eisai Co., Ltd. | Process for the preparation of α-tocopherol |
| DE19524928A1 (de) * | 1995-07-08 | 1997-01-09 | Basf Ag | Verfahren zur Rektifikation von Gemischen hochsiedender luft- und/oder temperaturempfindlicher Substanzen, die eine hohe Trennleistung erfordern, im Feinvakuum, sowie für dieses Verfahren geeignete Kolonnen |
| ES2191078T3 (es) * | 1996-01-05 | 2003-09-01 | Hoffmann La Roche | Procedimiento de obtencion de d,1-alfa-tocoferol en presencia de un catalizador de acido perfluoroalquilensulfonico. |
| US5908939A (en) * | 1996-11-11 | 1999-06-01 | Roche Vitamins Inc. | Method of making D,L-A-tocopherol |
| DE19757124A1 (de) * | 1997-12-20 | 1999-06-24 | Degussa | Verfahren zur Herstellung von alpha-Tocopherolestern |
| CA2288851A1 (en) | 1998-11-11 | 2000-05-11 | F. Hoffmann-La Roche Ag | Process for manufacturing d,i-alpha-tocopherol |
| DE10011402A1 (de) * | 2000-03-09 | 2001-09-13 | Degussa | Verfahren zur Herstellung von alpha-Tocopherolestern |
| WO2005121115A1 (en) * | 2004-06-11 | 2005-12-22 | Dsm Ip Assets B.V. | PROCESS FOR THE MANUFACTURE OF CHROMAN DERIVATIVES, ESPECIALLY α-TOCOPHEROL AND ALKANOATES THEREOF |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2411968A (en) * | 1938-03-31 | 1946-12-03 | Hoffmann La Roche | Process for the preparation of synthetic dl-tocopherols |
| DE1300571B (de) * | 1963-12-20 | 1969-08-07 | Merck & Co Inc | Verfahren zur Herstellung von 7, 8-Dimethoxy-2, 5-dimethyl-6-oxy-2-(4', 8', 12'-trimethyltridecyl)-chroman |
| US3476772A (en) * | 1966-10-20 | 1969-11-04 | Eastman Kodak Co | Chroman derivatives of 2,5-dimethyl-2,4-hexadiene |
-
1971
- 1971-01-11 CH CH32871A patent/CH547278A/xx not_active IP Right Cessation
- 1971-11-23 CA CA128,337A patent/CA955599A/en not_active Expired
- 1971-12-08 NL NL7116848.A patent/NL156404B/xx not_active IP Right Cessation
- 1971-12-29 US US00213831A patent/US3789086A/en not_active Expired - Lifetime
-
1972
- 1972-01-07 JP JP435772A patent/JPS532869B1/ja active Pending
- 1972-01-10 DK DK10372AA patent/DK128537B/da not_active IP Right Cessation
- 1972-01-10 SE SE7200222A patent/SE382215B/xx unknown
- 1972-01-11 FR FR727200800A patent/FR2121750B1/fr not_active Expired
- 1972-01-11 GB GB118772A patent/GB1323852A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2160103B2 (de) | 1977-01-13 |
| CH547278A (de) | 1974-03-29 |
| SU440832A3 (forum.php) | 1974-08-25 |
| CA955599A (en) | 1974-10-01 |
| NL7116848A (forum.php) | 1972-07-13 |
| DK128537B (da) | 1974-05-20 |
| US3789086A (en) | 1974-01-29 |
| FR2121750A1 (forum.php) | 1972-08-25 |
| JPS532869B1 (forum.php) | 1978-02-01 |
| SE382215B (sv) | 1976-01-19 |
| DE2160103A1 (de) | 1972-08-03 |
| FR2121750B1 (forum.php) | 1974-06-21 |
| NL156404B (nl) | 1978-04-17 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee | ||
| 732 | Registration of transactions, instruments or events in the register (sect. 32/1977) |