JPS6232737B2 - - Google Patents

Info

Publication number

JPS6232737B2

JPS6232737B2 JP56152524A JP15252481A JPS6232737B2 JP S6232737 B2 JPS6232737 B2 JP S6232737B2 JP 56152524 A JP56152524 A JP 56152524A JP 15252481 A JP15252481 A JP 15252481A JP S6232737 B2 JPS6232737 B2 JP S6232737B2

Authority

JP

Japan

Prior art keywords

cyclodextrin

phenol

chloroform

reaction

manufactured

Prior art date

1981-09-26

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

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• Global Dossier
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• HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 32
• RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 claims description 26
• 238000006243 chemical reaction Methods 0.000 claims description 26
• 229920000858 Cyclodextrin Polymers 0.000 claims description 25
• ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 24
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
• HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 16
• KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
• 238000000034 method Methods 0.000 claims description 5
• UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 12
• 239000003153 chemical reaction reagent Substances 0.000 description 11
• SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 0.000 description 10
• 239000001116 FEMA 4028 Substances 0.000 description 9
• WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 description 9
• 235000011175 beta-cyclodextrine Nutrition 0.000 description 9
• 229960004853 betadex Drugs 0.000 description 9
• 239000000243 solution Substances 0.000 description 9
• 229920001450 Alpha-Cyclodextrin Polymers 0.000 description 8
• HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 description 8
• 229940043377 alpha-cyclodextrin Drugs 0.000 description 8
• 230000000052 comparative effect Effects 0.000 description 7
• 239000000047 product Substances 0.000 description 7
• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 6
• 230000002378 acidificating effect Effects 0.000 description 4
• 239000007789 gas Substances 0.000 description 4
• 239000002994 raw material Substances 0.000 description 4
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
• 241000581652 Hagenia abyssinica Species 0.000 description 3
• 239000007864 aqueous solution Substances 0.000 description 3
• 239000012159 carrier gas Substances 0.000 description 3
• 238000007796 conventional method Methods 0.000 description 3
• 239000001307 helium Substances 0.000 description 3
• 229910052734 helium Inorganic materials 0.000 description 3
• SWQJXJOGLNCZEY-UHFFFAOYSA-N helium atom Chemical compound [He] SWQJXJOGLNCZEY-UHFFFAOYSA-N 0.000 description 3
• 239000000203 mixture Substances 0.000 description 3
• 239000000126 substance Substances 0.000 description 3
• 239000000463 material Substances 0.000 description 2
• 150000002989 phenols Chemical class 0.000 description 2
• 239000007787 solid Substances 0.000 description 2
• 238000001228 spectrum Methods 0.000 description 2
• 230000002194 synthesizing effect Effects 0.000 description 2
• VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
• 238000000862 absorption spectrum Methods 0.000 description 1
• 239000003905 agrochemical Substances 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 239000002246 antineoplastic agent Substances 0.000 description 1
• 230000015572 biosynthetic process Effects 0.000 description 1
• 239000006227 byproduct Substances 0.000 description 1
• 230000003247 decreasing effect Effects 0.000 description 1
• 239000003814 drug Substances 0.000 description 1
• 229940079593 drug Drugs 0.000 description 1
• 239000000975 dye Substances 0.000 description 1
• 230000000694 effects Effects 0.000 description 1
• 239000000945 filler Substances 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• CHWRSCGUEQEHOH-UHFFFAOYSA-N potassium oxide Chemical compound [O-2].[K+].[K+] CHWRSCGUEQEHOH-UHFFFAOYSA-N 0.000 description 1
• 229910001950 potassium oxide Inorganic materials 0.000 description 1
• 239000002244 precipitate Substances 0.000 description 1
• 238000000926 separation method Methods 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1
• 238000003786 synthesis reaction Methods 0.000 description 1