CN102951978B - 一种硼氢化钠将酸还原成醇的方法 - Google Patents
一种硼氢化钠将酸还原成醇的方法 Download PDFInfo
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- CN102951978B CN102951978B CN201210369582.1A CN201210369582A CN102951978B CN 102951978 B CN102951978 B CN 102951978B CN 201210369582 A CN201210369582 A CN 201210369582A CN 102951978 B CN102951978 B CN 102951978B
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- CN
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- Prior art keywords
- sodium borohydride
- acid
- water
- alcohol
- normal temperature
- 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.)
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- 239000012279 sodium borohydride Substances 0.000 title claims abstract description 30
- 229910000033 sodium borohydride Inorganic materials 0.000 title claims abstract description 30
- 239000002253 acid Substances 0.000 title claims abstract description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title claims abstract description 11
- 238000000034 method Methods 0.000 title claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims abstract description 12
- 230000002829 reductive effect Effects 0.000 claims abstract description 11
- 238000003756 stirring Methods 0.000 claims description 16
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 8
- 238000001816 cooling Methods 0.000 claims description 8
- 238000004821 distillation Methods 0.000 claims description 8
- 238000001035 drying Methods 0.000 claims description 8
- 238000003810 ethyl acetate extraction Methods 0.000 claims description 8
- 239000012074 organic phase Substances 0.000 claims description 8
- KMTDMTZBNYGUNX-UHFFFAOYSA-N 4-methylbenzyl alcohol Chemical compound CC1=CC=C(CO)C=C1 KMTDMTZBNYGUNX-UHFFFAOYSA-N 0.000 claims description 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- HMVYYTRDXNKRBQ-UHFFFAOYSA-N 1,3-thiazole-4-carboxylic acid Chemical compound OC(=O)C1=CSC=N1 HMVYYTRDXNKRBQ-UHFFFAOYSA-N 0.000 claims description 2
- KGYGBOORGRYDGQ-UHFFFAOYSA-N benzene;methanol Chemical compound OC.C1=CC=CC=C1 KGYGBOORGRYDGQ-UHFFFAOYSA-N 0.000 claims description 2
- VSSAZBXXNIABDN-UHFFFAOYSA-N cyclohexylmethanol Chemical compound OCC1CCCCC1 VSSAZBXXNIABDN-UHFFFAOYSA-N 0.000 claims description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methyl alcohol Substances OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 1
- 239000012280 lithium aluminium hydride Substances 0.000 abstract description 6
- 239000003444 phase transfer catalyst Substances 0.000 abstract description 6
- 239000002904 solvent Substances 0.000 abstract description 4
- 230000000694 effects Effects 0.000 abstract description 3
- 239000007810 chemical reaction solvent Substances 0.000 abstract description 2
- 238000009776 industrial production Methods 0.000 abstract description 2
- 239000003960 organic solvent Substances 0.000 abstract description 2
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 239000003638 chemical reducing agent Substances 0.000 abstract 1
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 1
- 229930195729 fatty acid Natural products 0.000 abstract 1
- 239000000194 fatty acid Substances 0.000 abstract 1
- 150000004665 fatty acids Chemical class 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000006722 reduction reaction Methods 0.000 description 10
- -1 lithium aluminum hydride Chemical compound 0.000 description 9
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- YCIMNLLNPGFGHC-UHFFFAOYSA-N catechol Chemical compound OC1=CC=CC=C1O YCIMNLLNPGFGHC-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- CRTGSPPMTACQBL-UHFFFAOYSA-N 2,3-dihydroxycyclopent-2-en-1-one Chemical compound OC1=C(O)C(=O)CC1 CRTGSPPMTACQBL-UHFFFAOYSA-N 0.000 description 1
- 239000002841 Lewis acid Substances 0.000 description 1
- 230000010757 Reduction Activity Effects 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 150000007517 lewis acids Chemical class 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
Claims (4)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
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CN201210369582.1A CN102951978B (zh) | 2012-09-28 | 2012-09-28 | 一种硼氢化钠将酸还原成醇的方法 |
Applications Claiming Priority (1)
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CN201210369582.1A CN102951978B (zh) | 2012-09-28 | 2012-09-28 | 一种硼氢化钠将酸还原成醇的方法 |
Publications (2)
Publication Number | Publication Date |
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CN102951978A CN102951978A (zh) | 2013-03-06 |
CN102951978B true CN102951978B (zh) | 2014-07-16 |
Family
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Family Applications (1)
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CN201210369582.1A Active CN102951978B (zh) | 2012-09-28 | 2012-09-28 | 一种硼氢化钠将酸还原成醇的方法 |
Country Status (1)
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CN (1) | CN102951978B (zh) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN108610238A (zh) * | 2018-06-12 | 2018-10-02 | 黄石法姆药业股份有限公司 | 一种环己甲醇的合成方法 |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102531843A (zh) * | 2010-12-30 | 2012-07-04 | 上海恩氟佳科技有限公司 | 一种催化氢化二氟乙酸的方法 |
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2012
- 2012-09-28 CN CN201210369582.1A patent/CN102951978B/zh active Active
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102531843A (zh) * | 2010-12-30 | 2012-07-04 | 上海恩氟佳科技有限公司 | 一种催化氢化二氟乙酸的方法 |
Non-Patent Citations (2)
Title |
---|
硼氢化钠在有机合成中的新应用;车荣睿;《化学试剂》;19861231;第8卷(第2期);第94-99页 * |
车荣睿.硼氢化钠在有机合成中的新应用.《化学试剂》.1986,第8卷(第2期),第94-99页. |
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CN102951978A (zh) | 2013-03-06 |
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Application publication date: 20130306 Assignee: TIANJIN HI-TECH PRODUCTIVITY PROMOTION CO.,LTD. Assignor: TIANJIN SCIPHARMACN Ltd. Contract record no.: 2014120000094 Denomination of invention: Method for reducing acid into alcohol by sodium borohydride Granted publication date: 20140716 License type: Exclusive License Record date: 20141030 |
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Effective date of registration: 20240206 Address after: No. 4 Xi'an Road, South District, Jinghai Economic Development Zone, Jinghai District, Tianjin City, 301699 Patentee after: TIANJIN HESHENG MEDICAL TECHNOLOGY DEVELOPMENT Co.,Ltd. Country or region after: China Address before: Room 501, Building F, Green Industry Base, No. 6 Haitai Development Road, Huayuan Industrial Park (Outer Ring), Xiqing District, Tianjin, 300381 Patentee before: TIANJIN SCIPHARMACN Ltd. Country or region before: China |
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