GB851297A - Process for the manufacture of phosphorylated hydroxy-acids and derivatives thereof - Google Patents
Process for the manufacture of phosphorylated hydroxy-acids and derivatives thereofInfo
- Publication number
- GB851297A GB851297A GB14552/57A GB1455257A GB851297A GB 851297 A GB851297 A GB 851297A GB 14552/57 A GB14552/57 A GB 14552/57A GB 1455257 A GB1455257 A GB 1455257A GB 851297 A GB851297 A GB 851297A
- Authority
- GB
- United Kingdom
- Prior art keywords
- phosphorylated
- earth metal
- alkaline earth
- derivatives
- acid
- 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
- 150000001261 hydroxy acids Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 150000001408 amides Chemical class 0.000 abstract 2
- 159000000009 barium salts Chemical class 0.000 abstract 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical class OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 abstract 2
- 150000002825 nitriles Chemical class 0.000 abstract 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 abstract 2
- 230000026731 phosphorylation Effects 0.000 abstract 2
- 238000006366 phosphorylation reaction Methods 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- SKZKKFZAGNVIMN-UHFFFAOYSA-N Salicilamide Chemical compound NC(=O)C1=CC=CC=C1O SKZKKFZAGNVIMN-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 1
- 229910001860 alkaline earth metal hydroxide Inorganic materials 0.000 abstract 1
- 229910000316 alkaline earth metal phosphate Inorganic materials 0.000 abstract 1
- -1 alkaline earth metal salt Chemical class 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- XPPKVPWEQAFLFU-UHFFFAOYSA-N diphosphoric acid Chemical compound OP(O)(=O)OP(O)(O)=O XPPKVPWEQAFLFU-UHFFFAOYSA-N 0.000 abstract 1
- 125000002587 enol group Chemical group 0.000 abstract 1
- 229940116333 ethyl lactate Drugs 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000000468 ketone group Chemical group 0.000 abstract 1
- CWKLZLBVOJRSOM-UHFFFAOYSA-N methyl pyruvate Chemical compound COC(=O)C(C)=O CWKLZLBVOJRSOM-UHFFFAOYSA-N 0.000 abstract 1
- 229920000137 polyphosphoric acid Polymers 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 229940005657 pyrophosphoric acid Drugs 0.000 abstract 1
- 229960000581 salicylamide Drugs 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/113—Esters of phosphoric acids with unsaturated acyclic alcohols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/06—Phosphorus compounds without P—C bonds
- C07F9/08—Esters of oxyacids of phosphorus
- C07F9/09—Esters of phosphoric acids
- C07F9/12—Esters of phosphoric acids with hydroxyaryl compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Phosphorylated hydroxycarboxylic acids or derivatives thereof are prepared by heating a polyphosphoric acid or pyrophosphoric acid with an ester with an alkanol, amide or nitrile of an aliphatic or aromatic hydroxy-carboxylic acid and, if desired, converting the modified carboxyl group in the resulting phosphorylated compound into the free carboxyl group. Instead of hydroxycarboxylic esters, amides or nitriles, the tautomeric keto derivatives may be used, these reacting in the enol form. Temperatures of 40 DEG to 140 DEG C. are mentioned. A slight excess of the phosphoric acid is preferably used and the cooled reaction product taken up in cold water, neutralised to phenolphthalein (pH 8,5) with an alkaline earth metal hydroxide, precipitated alkaline earth metal phosphates removed, and the phosphorylation product obtained from the residual solution by concentration or alcohol precipitation as its alkaline earth metal salt. In examples, phosphorylation products are prepared as barium salts from ethyl lactate, methyl pyruvate, b -hydroxypropionitrile and salicylamide, and converted to the barium salts of the phosphorylated free carboxylic acids.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH851297X | 1956-05-10 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB851297A true GB851297A (en) | 1960-10-12 |
Family
ID=4542312
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14552/57A Expired GB851297A (en) | 1956-05-10 | 1957-05-10 | Process for the manufacture of phosphorylated hydroxy-acids and derivatives thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB851297A (en) |
-
1957
- 1957-05-10 GB GB14552/57A patent/GB851297A/en not_active Expired
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