Alternatived Products of [ 51-03-6 ]
Product Details of [ 51-03-6 ]
| CAS No. : | 51-03-6 |
MDL No. : | MFCD00005842 |
| Formula : |
C19H30O5
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | FIPWRIJSWJWJAI-UHFFFAOYSA-N |
| M.W : |
338.44
|
Pubchem ID : | 5794 |
| Synonyms : |
ENT-14250;NSC 8401
|
Chemical Name : | 5-((2-(2-Butoxyethoxy)ethoxy)methyl)-6-propylbenzo[d][1,3]dioxole |
Application In Synthesis of [ 51-03-6 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Upstream synthesis route of [ 51-03-6 ]
- Downstream synthetic route of [ 51-03-6 ]
- 1
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[ 51-03-6 ]
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6-n-propyl-3,4-methylenedioxy-benzaldehyde
[ No CAS ]
- 2
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[ 1938-32-5 ]
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sodium-<2-(2-butoxy-ethoxy)-ethylate
[ No CAS ]
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[ 51-03-6 ]
- 3
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[ 94-58-6 ]
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[ 51-03-6 ]
| Yield | Reaction Conditions | Operation in experiment |
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EXAMPLE 3 Preparation of piperonyl butoxide A reaction mixture of 4,5-methylenedioxy-2-propylbenzyl chloride (2) (1.0 g), and the potassium salt of butyl carbitol (2.0 g) in petroleum ether (25 ml) was heated at 80 C. for 2 hours. A further aliquot of the potassium salt of butyl carbitol was added (2.0 g) and heating continued for a further hour. The mixture was then poured into water. Separation of the organic phase, followed by drying and evaporation gave piperonyl butoxide (2.8 g) as a clear yellow oil. Analyzed by glc: SC30 packed column gave a single peak with identical retention time to authentic piperonyl butoxide. |
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EXAMPLE 3 Preparation of a gamma-cyclodextrin-piperonyl butoxide complex in solution 1.5 g (1.16 millimoles) of gamma-cyclodextrin are dissolved in 10 ml of distilled water at room temperature whereupon a solution of 0.5 ml (0.53 g, 1.56 millimoles) of piperonyl butoxide in 10 ml of 96% by Vol. ethanol is added. One proceeds furtheron as described in Example 1. Thus 1.32 g of an inclusion complex of gamma-cyclodextrin and piperonyl butoxide are obtained. The piperonyl butoxide content of the complex amounts to 26.5% which corresponds to a molar ratio of 1.38 moles of PBO/1 moles of gamma-cyclodextrin. |
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EXAMPLE 6 Preparation of an inclusion complex of gamma-cyclodextrin and piperonyl butoxide in aqueous medium 10 g (8.81 millimoles) of beta-cyclodextrin are dissolved in 80 ml of distilled water at 80-90 C. under constant stirring. Thereafter 5 ml (5.3 g, 15.6 millimoles) of piperonyl butoxide are slowly poured in the solution under stirring, the mixture is stirred at 80-90 C. for a further hour and allowed to cool to room temperature under steady stirring. The precipitated complex of beta-cyclodextrin and piperonyl butoxide are obtained in the form of a white crystalline powder. The piperonyl butoxide content of the complex amounts to 20.5% which corresponds to a molar ratio of 0.87 mole of PBO/1 mole of beta-cyclodextrin. |
- 5
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[ 51-03-6 ]
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[ 1938-32-5 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With hydrogenchloride; In water; benzene; |
(a) (6-Propyl-1,3-benzodioxol-5-yl)acetonitrile STR254 15 g of piperonyl butoxide and 300 ml of concentrated hydrochloric acid were dissolved in 100 ml of benzene and the solution was heated under reflux for 3 h. The reaction mixture was cooled to room temperature and water was added thereto. After extraction with ethyl acetate, the extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure to obtain 12 g of 6-propyl-5-chloromethyl-1,3-benzodioxole in the form of a faint brown oil. 2.0 g of the product was dissolved in 30 ml of dimethyl sulfoxide. 1.5 g of thoroughly triturated sodium canide was added to the solution and the reaction was conducted at room temperature for 2 h. The reaction mixture was poured into water. |
- 6
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[ 1938-32-5 ]
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[ 112-34-5 ]
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[ 51-03-6 ]
- 7
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[ 50-00-0 ]
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[ 94-58-6 ]
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[ 112-34-5 ]
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[ 51-03-6 ]
| Yield | Reaction Conditions | Operation in experiment |
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Stage #1: formaldehyd With hydrogenchloride In water at 30℃; for 3h;
Stage #2: dihydrosafrole With sodium hydroxide In water at 30℃;
Stage #3: Diethylene glycol monobutyl ether at 30℃; |
1.1C Preparation of Piperonyl butoxide (PBO) from dihydrosafrole
90g of paraformaldehyde and 730g of concentrated HC1 were charged into a 3 litre flask. Hydrogen chloride gas was passed rapidly through the reaction medium for 3 hours at 30 °C. Later, 328g of dihydrosafrole was added in the reactor at 30 °C under stirring. After reaction over, the aqueous portion was drained off and the organic portion was added to a reactor containing butyl carbitol (356g) and sodium hydroxide (120g) under stirring at 30°C. The reaction mass was subjected to aqueous work up and the organic layer was separated and distilled to give 523 g of Piperonyl butoxide with a yield of 181% (wt./wt. on 1,3-benzodioxole) and purity of > 95% by GC analysis. |
- 8
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[ 28281-49-4 ]
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[ 51-03-6 ]
| Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 2 steps
1.1: sodium hydrogen sulfate; hydrogen / isopropyl alcohol / 90 - 110 °C / 5171.62 Torr / Autoclave
2.1: hydrogenchloride / water / 3 h / 30 °C
2.2: 30 °C
2.3: 30 °C |
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- 9
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[ CAS Unavailable ]
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[ 51-03-6 ]
| Yield | Reaction Conditions | Operation in experiment |
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Multi-step reaction with 3 steps
1.1: zinc(II) oxide; zinc(II) chloride / 1,2-dichloro-ethane / 5 h / 0 - 5 °C
2.1: sodium hydrogen sulfate; hydrogen / isopropyl alcohol / 90 - 110 °C / 5171.62 Torr / Autoclave
3.1: hydrogenchloride / water / 3 h / 30 °C
3.2: 30 °C
3.3: 30 °C |
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