JPS5839648A - エリスロ−２−アミノ−１−ハロフエニルプロパノ−ルの製造方法 - Google Patents

Info

Publication number

JPS5839648A

JPS5839648A JP13813881A JP13813881A JPS5839648A JP S5839648 A JPS5839648 A JP S5839648A JP 13813881 A JP13813881 A JP 13813881A JP 13813881 A JP13813881 A JP 13813881A JP S5839648 A JPS5839648 A JP S5839648A

Authority

JP

Japan

Prior art keywords

platinum

catalyst

solvent

formula

water

Prior art date

1981-09-02

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.)

Granted

Links

• Espacenet
• Global Dossier
• Discuss

• VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims abstract description 15
• 239000003054 catalyst Substances 0.000 claims abstract description 12
• BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims abstract description 11
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 10
• 150000001875 compounds Chemical class 0.000 claims abstract description 8
• 239000002904 solvent Substances 0.000 claims abstract description 8
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 4
• 238000004519 manufacturing process Methods 0.000 claims description 8
• PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 claims 1
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract description 5
• 239000001257 hydrogen Substances 0.000 abstract description 5
• 229910052739 hydrogen Inorganic materials 0.000 abstract description 5
• 229910052697 platinum Inorganic materials 0.000 abstract description 5
• XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract description 4
• DSVGQVZAZSZEEX-UHFFFAOYSA-N [C].[Pt] Chemical compound [C].[Pt] DSVGQVZAZSZEEX-UHFFFAOYSA-N 0.000 abstract description 3
• 239000006227 byproduct Substances 0.000 abstract description 3
• 239000003905 agrochemical Substances 0.000 abstract description 2
• 239000003814 drug Substances 0.000 abstract description 2
• 229910000033 sodium borohydride Inorganic materials 0.000 abstract 3
• 239000012279 sodium borohydride Substances 0.000 abstract 3
• YPINLRNGSGGJJT-UHFFFAOYSA-N 2-hydroxyimino-1-phenylpropan-1-one Chemical compound ON=C(C)C(=O)C1=CC=CC=C1 YPINLRNGSGGJJT-UHFFFAOYSA-N 0.000 abstract 2
• 229940079593 drug Drugs 0.000 abstract 1
• 229910052736 halogen Inorganic materials 0.000 abstract 1
• 125000005843 halogen group Chemical group 0.000 abstract 1
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
• HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
• 238000006243 chemical reaction Methods 0.000 description 10
• 238000000034 method Methods 0.000 description 7
• 238000006722 reduction reaction Methods 0.000 description 6
• 239000000243 solution Substances 0.000 description 4
• 239000000203 mixture Substances 0.000 description 3
• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
• 239000002253 acid Substances 0.000 description 2
• 239000003125 aqueous solvent Substances 0.000 description 2
• 125000004429 atom Chemical group 0.000 description 2
• 238000007796 conventional method Methods 0.000 description 2
• 238000000354 decomposition reaction Methods 0.000 description 2
• 150000003839 salts Chemical class 0.000 description 2
• KIUKXJAPPMFGSW-DNGZLQJQSA-N (2S,3S,4S,5R,6R)-6-[(2S,3R,4R,5S,6R)-3-Acetamido-2-[(2S,3S,4R,5R,6R)-6-[(2R,3R,4R,5S,6R)-3-acetamido-2,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-2-carboxy-4,5-dihydroxyoxan-3-yl]oxy-5-hydroxy-6-(hydroxymethyl)oxan-4-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid Chemical compound CC(=O)N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O[C@H]3[C@@H]([C@@H](O)[C@H](O)[C@H](O3)C(O)=O)O)[C@H](O)[C@@H](CO)O2)NC(C)=O)[C@@H](C(O)=O)O1 KIUKXJAPPMFGSW-DNGZLQJQSA-N 0.000 description 1
• 238000010521 absorption reaction Methods 0.000 description 1
• 230000002378 acidificating effect Effects 0.000 description 1
• 239000003513 alkali Substances 0.000 description 1
• 239000007864 aqueous solution Substances 0.000 description 1
• 239000012141 concentrate Substances 0.000 description 1
• 229960000935 dehydrated alcohol Drugs 0.000 description 1
• 230000000925 erythroid effect Effects 0.000 description 1
• 239000007789 gas Substances 0.000 description 1
• 229920002674 hyaluronan Polymers 0.000 description 1
• 229960003160 hyaluronic acid Drugs 0.000 description 1
• 150000004678 hydrides Chemical class 0.000 description 1
• 150000003840 hydrochlorides Chemical class 0.000 description 1
• 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
• 125000001841 imino group Chemical group [H]N=* 0.000 description 1
• 239000011229 interlayer Substances 0.000 description 1
• 239000000543 intermediate Substances 0.000 description 1
• 150000002736 metal compounds Chemical class 0.000 description 1
• UKVIEHSSVKSQBA-UHFFFAOYSA-N methane;palladium Chemical compound C.[Pd] UKVIEHSSVKSQBA-UHFFFAOYSA-N 0.000 description 1
• IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
• 229910052757 nitrogen Inorganic materials 0.000 description 1
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
• 229910052763 palladium Inorganic materials 0.000 description 1
• 239000000047 product Substances 0.000 description 1
• 238000003756 stirring Methods 0.000 description 1

Cited By (3)