CN102757322A - Preparation method of 1-methoxynaphthalene - Google Patents
Preparation method of 1-methoxynaphthalene Download PDFInfo
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- CN102757322A CN102757322A CN2011101033672A CN201110103367A CN102757322A CN 102757322 A CN102757322 A CN 102757322A CN 2011101033672 A CN2011101033672 A CN 2011101033672A CN 201110103367 A CN201110103367 A CN 201110103367A CN 102757322 A CN102757322 A CN 102757322A
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- methoxynaphthalene
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- naphthols
- transfer catalyst
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Abstract
The invention discloses a preparation method of 1-methoxynaphthalene. According to the invention, 1-naphthol is dissolved in a diluted alkali solution; a small amount of a phase transfer catalyst is added; dimethyl carbonate is dropped for carrying out a reaction; the temperature is increased to 60-85 DEG C; the temperature is then maintained for 3-6h; and the material is subjected to negative-pressure distillation, such that 1-methoxynaphthalene is prepared. Compared with existing preparation methods, according to the method provided by the invention, no organic solvent is used, and dimethyl sulfate with relatively high toxicity is not adopted as a methylating agent, such that cost is greatly reduced. The method is also advantaged in simple operation, easy control, no environment pollution, and high yield.
Description
Technical field
The present invention relates to a kind of preparation method of 1-methoxynaphthalene.
Background technology
Through the pertinent data retrieval, also do not see open source literature identical and patent report at present both at home and abroad, method commonly used at present with this working method:
1, makees solvent with methyl alcohol, the reaction of 1-naphthols and methyl-sulfate is made.
2, the 1-naphthols is dissolved in the strong base solution, and direct and methyl-sulfate reaction makes.
Above-mentioned two kinds of method weak points use the bigger methyl-sulfate of toxicity as methylating agent, and are unfriendly to environment, increase three wastes processing cost.
Summary of the invention
The object of the present invention is to provide a kind of simple to operate, non-environmental-pollution, the preparation method of the 1-methoxynaphthalene that product yield is high.
Technical solution of the present invention is:
A kind of preparation method of 1-methoxynaphthalene is characterized in that: the 1-naphthols is dissolved in dilute alkaline soln, add a small amount of phase-transfer catalyst, drip dimethyl carbonate, be warmed to 60～85 ℃, vacuum distillation makes behind insulation 3～6h, and its reaction formula is:
Phase-transfer catalyst is Tetrabutyl amonium bromide (PTC).
Dilute alkaline soln is a kind of in sodium hydroxide or the Pottasium Hydroxide, and its concentration is between 10～15%.
Molar ratio is the 1-naphthols in the reaction: methylcarbonate: sodium hydroxide or Pottasium Hydroxide=1: 0.8～1.5: 0.4～0.8.
The present invention compares with prior preparation method, has without organic solvent, makes methylating agent without the methyl-sulfate that toxicity is stronger, reduces cost greatly, and is simple to operate, easy to control, non-environmental-pollution, and yield is high.
Below in conjunction with embodiment the present invention is described further.
Embodiment
A kind of preparation method of 1-methoxynaphthalene; The 1-naphthols is dissolved in sodium hydroxide (or Pottasium Hydroxide) solution of 10～15% (as 10%, 12%, 15%) concentration; Add a small amount of Tetrabutyl amonium bromide, drip methylcarbonate and make its reaction, add the sodium hydroxide solution of 10～15% (as 10%, 12%, 15%) concentration after dripping again; Molar ratio is the 1-naphthols during reaction: methylcarbonate: sodium hydroxide=between 1: 0.9: 0.6; Be warmed to 60～85 ℃ of (as 60 ℃, 65 ℃, 70 ℃, 75 ℃, 80 ℃, 85 ℃) insulation reaction 3～6h (as 3,4,5,6), make at vacuum distillation, its 1-methoxynaphthalene average yield is 95.8%.
Claims (4)
1. the preparation method of a 1-methoxynaphthalene is characterized in that: the 1-naphthols is dissolved in dilute alkaline soln, add a small amount of phase-transfer catalyst, drip dimethyl carbonate, be warmed to 60～85 ℃, vacuum distillation makes behind insulation 3～6h, and its reaction formula is:
2. the preparation method of 1-methoxynaphthalene according to claim 1 is characterized in that: phase-transfer catalyst is a Tetrabutyl amonium bromide.
3. the preparation method of 1-methoxynaphthalene according to claim 1 is characterized in that: dilute alkaline soln is a kind of in sodium hydroxide or the Pottasium Hydroxide, and its concentration is between 10～15%.
4. the preparation method of 1-methoxynaphthalene according to claim 3 is characterized in that: molar ratio is the 1-naphthols in the reaction: methylcarbonate: sodium hydroxide or Pottasium Hydroxide=1: 0.8～1.5: 0.4～0.8.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101033672A CN102757322A (en) | 2011-04-25 | 2011-04-25 | Preparation method of 1-methoxynaphthalene |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2011101033672A CN102757322A (en) | 2011-04-25 | 2011-04-25 | Preparation method of 1-methoxynaphthalene |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN102757322A true CN102757322A (en) | 2012-10-31 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2011101033672A Pending CN102757322A (en) | 2011-04-25 | 2011-04-25 | Preparation method of 1-methoxynaphthalene |
Country Status (1)
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| CN (1) | CN102757322A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109096060A (en) * | 2018-09-08 | 2018-12-28 | 湖北荆洪生物科技股份有限公司 | A kind of synthetic method of alkyl -2- naphthyl ether |
| CN113402437A (en) * | 2021-06-29 | 2021-09-17 | 河北维达康生物科技有限公司 | Novel method for synthesizing dietary supplement melatonin |
-
2011
- 2011-04-25 CN CN2011101033672A patent/CN102757322A/en active Pending
Non-Patent Citations (3)
| Title |
|---|
| ERIC J. BECKMAN, ET AL.: "Ambient carboxylation on a supported reversible CO2 carrier: ketone to β-keto ester", 《GREEN CHEMISTRY》 * |
| SAMEDY OUK, ET AL.: "O-Methylation of phenolic compounds with dimethyl carbonate under solid/liquid phase transfer system", 《TETRAHEDRON LETTERS》 * |
| 郭俊胜: "合成间甲基苯基醚的新方法", 《河南化工》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109096060A (en) * | 2018-09-08 | 2018-12-28 | 湖北荆洪生物科技股份有限公司 | A kind of synthetic method of alkyl -2- naphthyl ether |
| CN113402437A (en) * | 2021-06-29 | 2021-09-17 | 河北维达康生物科技有限公司 | Novel method for synthesizing dietary supplement melatonin |
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Application publication date: 20121031 |