GB793722A - Novel phosphates and a process for the manufacture thereof - Google Patents
Novel phosphates and a process for the manufacture thereofInfo
- Publication number
- GB793722A GB793722A GB3180855A GB3180855A GB793722A GB 793722 A GB793722 A GB 793722A GB 3180855 A GB3180855 A GB 3180855A GB 3180855 A GB3180855 A GB 3180855A GB 793722 A GB793722 A GB 793722A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benz
- phosphorinone
- dioxa
- oxide
- chloro
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 229910019142 PO4 Inorganic materials 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- 235000021317 phosphate Nutrition 0.000 title 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 title 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- AOJFQRQNPXYVLM-UHFFFAOYSA-N pyridin-1-ium;chloride Chemical compound [Cl-].C1=CC=[NH+]C=C1 AOJFQRQNPXYVLM-UHFFFAOYSA-N 0.000 abstract 2
- -1 1 - ethoxy Chemical group 0.000 abstract 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- XIFVJRGLJWGSST-UHFFFAOYSA-N 2-[butoxy(hydroxy)phosphoryl]oxybenzoic acid Chemical compound CCCCOP(=O)(O)OC1=CC=CC=C1C(=O)O XIFVJRGLJWGSST-UHFFFAOYSA-N 0.000 abstract 1
- WVQFGOBCSZLGAG-UHFFFAOYSA-N 2-[ethoxy(hydroxy)phosphoryl]oxybenzoic acid Chemical compound P(=O)(OC1=C(C=CC=C1)C(=O)O)(OCC)O WVQFGOBCSZLGAG-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000000706 filtrate Substances 0.000 abstract 1
- 238000004508 fractional distillation Methods 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- CMPQUABWPXYYSH-UHFFFAOYSA-N phenyl phosphate Chemical class OP(O)(=O)OC1=CC=CC=C1 CMPQUABWPXYYSH-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-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
- C07F9/12—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)
Abstract
The invention comprises phenyl phosphate derivatives of the formula <FORM:0793722/IV (b)/1> where R represents an alkyl group containing at most six carbon atoms, particularly an ethyl or n-butyl group, and a process for their preparation by treating 1-chloro-4,5-benz-2,6-dioxa-phosphorinone-(3)-1-oxide with a lower aliphatic alcohol ROH under substantially anhydrous conditions in the presence of an organic tertiary base and hydrolysing the intermediate 1-alkoxy-4,5-benz-2,6-dioxa-phosphorinone-(3) 1-oxide. In examples: (1) 1-chloro-4,5 - benz - 2,6 - dioxaphosphorinone - (3) 1 - oxide in benzene containing pyridine is treated with ethanol at between 5 DEG and 10 DEG C., mixture stirred, pyridine hydrochloride separated, and 1 - ethoxy - 4,5 - benz - 2,6 - dioxa - phosphorinone-(3) 1-oxide isolated by fractional distillation under vacuum of the filtrate; subsequent hydrolysis with aqueous dioxane at 20 DEG C. yields 2-carboxyphenyl ethyl phosphate; (2) as in (1) but using n-butanol, the intermediate 1-butoxy-4,5 - benz - 2,6 - dioxa - phosphorinone - (3) - 1 - oxid is obtained and hydrolysed to 2-carboxyphenyl n-butyl phosphate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3180855A GB793722A (en) | 1955-11-07 | 1955-11-07 | Novel phosphates and a process for the manufacture thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3180855A GB793722A (en) | 1955-11-07 | 1955-11-07 | Novel phosphates and a process for the manufacture thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB793722A true GB793722A (en) | 1958-04-23 |
Family
ID=10328725
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3180855A Expired GB793722A (en) | 1955-11-07 | 1955-11-07 | Novel phosphates and a process for the manufacture thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB793722A (en) |
-
1955
- 1955-11-07 GB GB3180855A patent/GB793722A/en not_active Expired
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