Alternatived Products of [ 41052-88-4 ]
Product Details of [ 41052-88-4 ]
CAS No. : | 41052-88-4 |
MDL No. : | MFCD06290488 |
Formula : |
C10H10O2
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
162.19
|
Pubchem ID : | - |
Synonyms : |
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Safety of [ 41052-88-4 ]
Signal Word: | Warning |
Class: | |
Precautionary Statements: | P305+P351+P338 |
UN#: | |
Hazard Statements: | H319 |
Packing Group: | |
GHS Pictogram: |
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Application In Synthesis of [ 41052-88-4 ]
* 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 [ 41052-88-4 ]
- Downstream synthetic route of [ 41052-88-4 ]
- 1
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[ 41052-88-4 ]
-
[ 10035-16-2 ]
- 2
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[ 28090-12-2 ]
-
[ 41052-88-4 ]
Yield | Reaction Conditions | Operation in experiment |
65% |
With N,N-diethylaniline; at 190℃; for 20h; |
The solution of 4-[(3-methylbut-2-en-1-yl)oxy]-benzaldehyde (4.0g, 24.6mmol) in N,N-diethylaniline (20mL) was heated at 190C for 20h. After cooling to room temperature, the mixture was diluted with H2O (20mL) and 6N-HCl (10mL) was added slowly then extracted with EtOAC. The combined organic layers were washed with brine (50mL) and dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was further purified by chromatography on silica gel to give 3-allyl-4-hydroxybenzaldehyde (11, 2.50g) as white solid with 65% yield. |
- 3
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[ 3612-18-8 ]
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[ 41052-88-4 ]
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(3Ε,5Ε)-3,5-bis(3-allyl-4-hydroxybenzylidene)-1-ethylpiperidin-4-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
30% |
With hydrogenchloride; acetic acid at 20℃; for 48h; |
5.1.4 General procedure for synthesis of 4a-l
General procedure: To a solution of 3-allyl-4-hydroxybenzaldehyde (3) (1.0mmol) in glacial acetic acid (10mL) added piperidone or different substituted piperidone (0.5mmol) in glacial acetic acid (4.0mL). The reaction mixture was stirred for two days at room temperature. The resulting mixture was treated with saturated NaHCO3 aqueous solution to adjust pH to 7.0, and extracted by EtOAc (3×20mL). The combined organic layers were washed with brine and dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was further purified by chromatography on silica gel to give the desired symmetric allylated MACs 4a-l. |
Reference:
[1]Zhu, Heping; Xu, Tingting; Qiu, Chenyu; Wu, Beibei; Zhang, Yali; Chen, Lingfeng; Xia, Qinqin; Li, Chenglong; Zhou, Bin; Liu, Zhiguo; Liang, Guang
[European Journal of Medicinal Chemistry, 2016, vol. 121, p. 181 - 193]
- 4
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[ 23133-37-1 ]
-
[ 41052-88-4 ]
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(3Ε,5Ε)-3,5-bis(3-allyl-4-hydroxybenzylidene)-1-propylpiperidin-4-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
30% |
With hydrogenchloride; acetic acid at 20℃; for 48h; |
5.1.4 General procedure for synthesis of 4a-l
General procedure: To a solution of 3-allyl-4-hydroxybenzaldehyde (3) (1.0mmol) in glacial acetic acid (10mL) added piperidone or different substituted piperidone (0.5mmol) in glacial acetic acid (4.0mL). The reaction mixture was stirred for two days at room temperature. The resulting mixture was treated with saturated NaHCO3 aqueous solution to adjust pH to 7.0, and extracted by EtOAc (3×20mL). The combined organic layers were washed with brine and dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was further purified by chromatography on silica gel to give the desired symmetric allylated MACs 4a-l. |
Reference:
[1]Zhu, Heping; Xu, Tingting; Qiu, Chenyu; Wu, Beibei; Zhang, Yali; Chen, Lingfeng; Xia, Qinqin; Li, Chenglong; Zhou, Bin; Liu, Zhiguo; Liang, Guang
[European Journal of Medicinal Chemistry, 2016, vol. 121, p. 181 - 193]
- 5
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[ 5355-68-0 ]
-
[ 41052-88-4 ]
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(3Ε,5Ε)-3,5-bis(3-allyl-4-hydroxybenzylidene)-1-isopropylpiperidin-4-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
30% |
With hydrogenchloride; acetic acid; at 20℃; for 48h; |
General procedure: To a solution of 3-allyl-4-hydroxybenzaldehyde (3) (1.0mmol) in glacial acetic acid (10mL) added piperidone or different substituted piperidone (0.5mmol) in glacial acetic acid (4.0mL). The reaction mixture was stirred for two days at room temperature. The resulting mixture was treated with saturated NaHCO3 aqueous solution to adjust pH to 7.0, and extracted by EtOAc (3×20mL). The combined organic layers were washed with brine and dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was further purified by chromatography on silica gel to give the desired symmetric allylated MACs 4a-l. |
- 6
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[ 62813-01-8 ]
-
[ 41052-88-4 ]
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(3Ε,5Ε)-3,5-bis(3-allyl-4-hydroxybenzylidene)-1-cycloropylpiperidin-4-one
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
40% |
With hydrogenchloride; acetic acid; at 20℃; for 48h; |
General procedure: To a solution of 3-allyl-4-hydroxybenzaldehyde (3) (1.0mmol) in glacial acetic acid (10mL) added piperidone or different substituted piperidone (0.5mmol) in glacial acetic acid (4.0mL). The reaction mixture was stirred for two days at room temperature. The resulting mixture was treated with saturated NaHCO3 aqueous solution to adjust pH to 7.0, and extracted by EtOAc (3×20mL). The combined organic layers were washed with brine and dried over anhydrous MgSO4, filtered, and concentrated under reduced pressure. The residue was further purified by chromatography on silica gel to give the desired symmetric allylated MACs 4a-l. |
- 7
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[ 7648-30-8 ]
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[ 41052-88-4 ]
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ethyl 2,2-difluoro-3-(5-formyl-2,3-dihydrobenzofuran-2-yl)propanoate
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
78% |
With N,N'-dimethylpiperazine In 1,4-dioxane at 80℃; Inert atmosphere; Schlenk technique; |
2: General Procedure for the synthesis of 4 and 6.
General procedure: To a 25 mL of Schlenk tube equipped with a Teflon septum, dioxane (2.0 mL), 1,4 dimethylpiperazine (0.9 mmol, 3.0 equiv), ICF2COOEt (2) (0.9 mmol, 3.0 equiv) and 1 or 5 (0.3 mmol) were added subsequently under Ar. The solution was stirred at 80 °C in an oil bath for 12 24 h. After the reaction was finished, solvent was removed and the concentrated residue was purified by column chromatography over silica gel to afford the desired products 4 and 6. |
75% |
With potassium carbonate In tetrahydrofuran at 20℃; for 16h; Inert atmosphere; Irradiation; |
71 Example 71
To a 25 mL reaction tube, 82.9 mg (0.60 mmol) of K2CO3, 48.7 mg (0.30 mmol, 1 equivalent) of compound G-10 was added, and argon was replaced three times and then 2 mL was added.Tetrahydrofuran (THF), 88 μL (0.60 mmol) of compound B-1,After stirring for 16 hours under blue light,The compound H-4 was obtained in a yield of 75%. |
75% |
With 2-hydroxybromobenzene; potassium carbonate In tetrahydrofuran at 20℃; for 16h; Schlenk technique; Inert atmosphere; Irradiation; regioselective reaction; |
|
Reference:
[1]Ma, Ming-Jian; Jia, Jia; Yan, Guoming; Yin, Chao; Yu, Wei; Guo, Peng; Zhao, Liang; He, Chun-Yang
[Tetrahedron Letters, 2020, vol. 61, # 50]
[2]Current Patent Assignee: ZUNYI MEDICAL UNIVERSITY - CN110156550, 2019, A
Location in patent: Paragraph 0217-0219
[3]Zhu, Erlin; Liu, Xiao-Xiao; Wang, An-Jun; Mao, Ting; Zhao, Liang; Zhang, Xingang; He, Chun-Yang
[Chemical Communications, 2019, vol. 55, # 81, p. 12259 - 12262]