GB2018244A - Preparation of meta-phenoxytoluene - Google Patents
Preparation of meta-phenoxytolueneInfo
- Publication number
- GB2018244A GB2018244A GB7910938A GB7910938A GB2018244A GB 2018244 A GB2018244 A GB 2018244A GB 7910938 A GB7910938 A GB 7910938A GB 7910938 A GB7910938 A GB 7910938A GB 2018244 A GB2018244 A GB 2018244A
- Authority
- GB
- United Kingdom
- Prior art keywords
- meta
- mole
- cresylates
- phenoxytoluene
- per mole
- 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.)
- Granted
Links
- UDONPJKEOAWFGI-UHFFFAOYSA-N 1-methyl-3-phenoxybenzene Chemical compound CC1=CC=CC(OC=2C=CC=CC=2)=C1 UDONPJKEOAWFGI-UHFFFAOYSA-N 0.000 title abstract 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 2
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052700 potassium Inorganic materials 0.000 abstract 2
- 239000011591 potassium Substances 0.000 abstract 2
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 1
- 229940051043 cresylate Drugs 0.000 abstract 1
- 229940045803 cuprous chloride Drugs 0.000 abstract 1
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 abstract 1
- 229940100630 metacresol Drugs 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Meta-phenoxytoluene is prepared by reacting a mixture of sodium and potassium meta-cresylates containing at least 40 mole percent of potassium meta-cresylate, with chlorobenzene in an amount of at least 1.1 mole per mole of the cresylates, under substantially anhydrous conditions, in the presence of at least 0.5 mole of meta-cresol per mole of the cresylates and from 0.01 to 0.035 mole of cuprous chloride per mole of the cresylates, at a temperature in the range from 150 DEG C to 170 DEG C. The process of the invention enables surprisingly high yields of meta-phenoxytoluene to be obtained.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US89195178A | 1978-03-31 | 1978-03-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2018244A true GB2018244A (en) | 1979-10-17 |
| GB2018244B GB2018244B (en) | 1982-10-20 |
Family
ID=25399103
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7910938A Expired GB2018244B (en) | 1978-03-31 | 1979-03-29 | Preparation of meta phenoxytoluene |
Country Status (9)
| Country | Link |
|---|---|
| JP (1) | JPS54132536A (en) |
| BE (1) | BE874981A (en) |
| CH (1) | CH638478A5 (en) |
| DE (1) | DE2912560A1 (en) |
| DK (1) | DK130179A (en) |
| FR (1) | FR2421163A1 (en) |
| GB (1) | GB2018244B (en) |
| IT (1) | IT7921411A0 (en) |
| NL (1) | NL7902447A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2185016A (en) * | 1985-12-20 | 1987-07-08 | Hardwicke Chemical Co | Process for preparing 3-phenoxybenzaldehydes and their acetals |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2460283A1 (en) * | 1979-07-03 | 1981-01-23 | Rhone Poulenc Ind | Copper catalysed prepn. of di:aryl ether(s) - from aryl halide and alkaline phenolate with phenol |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2242519C2 (en) * | 1972-08-30 | 1982-03-18 | Bayer Ag, 5090 Leverkusen | Process for the preparation of chlorinated diphenyl ethers, optionally substituted in the nucleus |
| IL43969A0 (en) | 1973-01-19 | 1974-05-16 | Sumitomo Chemical Co | The preparation of m-phenoxybenzyl-alcohol and side-chain halogenated m-phenoxytoluenes |
-
1979
- 1979-03-21 BE BE1/9321A patent/BE874981A/en not_active IP Right Cessation
- 1979-03-29 DE DE19792912560 patent/DE2912560A1/en not_active Withdrawn
- 1979-03-29 NL NL7902447A patent/NL7902447A/en not_active Application Discontinuation
- 1979-03-29 DK DK130179A patent/DK130179A/en not_active Application Discontinuation
- 1979-03-29 IT IT7921411A patent/IT7921411A0/en unknown
- 1979-03-29 GB GB7910938A patent/GB2018244B/en not_active Expired
- 1979-03-29 FR FR7907897A patent/FR2421163A1/en active Granted
- 1979-03-29 CH CH294279A patent/CH638478A5/en not_active IP Right Cessation
- 1979-03-29 JP JP3634979A patent/JPS54132536A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2185016A (en) * | 1985-12-20 | 1987-07-08 | Hardwicke Chemical Co | Process for preparing 3-phenoxybenzaldehydes and their acetals |
| GB2185016B (en) * | 1985-12-20 | 1989-11-29 | Hardwicke Chemical Co | Process for preparing 3-phenoxybenzaldehydes |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2421163B1 (en) | 1984-05-18 |
| CH638478A5 (en) | 1983-09-30 |
| JPS54132536A (en) | 1979-10-15 |
| DE2912560A1 (en) | 1979-10-04 |
| FR2421163A1 (en) | 1979-10-26 |
| NL7902447A (en) | 1979-10-02 |
| BE874981A (en) | 1979-09-21 |
| IT7921411A0 (en) | 1979-03-29 |
| DK130179A (en) | 1979-10-01 |
| GB2018244B (en) | 1982-10-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |