ChemicalBook CAS DataBase List BOURGEONAL

BOURGEONAL synthesis

11synthesis methods

Product Name:BOURGEONAL
CAS Number:18127-01-0
Molecular formula:C13H18O
Molecular Weight:190.28

84434-23-1 Synthesis

84434-23-1
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18127-01-0
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Yield:18127-01-0 87%

Reaction Conditions:

with palladium on activated charcoal;hydrogen;sodium carbonate at 85; under 9000.9 Torr;Temperature;

Steps:

1-3 Example 2
Add 389g of p-tert-butylbenzaldehyde, 212g of trimethyl orthoformate (2.2mol) to the reaction bottle, adjust the temperature to 20 -30 , and dropwise add 3.41g of boron trifluoride etherate (0.024mol) and 70g of toluene The temperature of the mixed liquid is controlled at 20 -30 ,Drip in about 0.5 hours.After the dropwise addition, the reaction was continued at 20 ° C-30 ° C for 0.5 hour.After the reaction was completed, 144 g of vinyl ether (2.0 mol) was slowly added dropwise. The reaction temperature was controlled at 20 ° C. to 30 ° C. The addition was completed in about 2 hours, and the reaction was continued at a constant temperature for 3 hours.After the reaction was completed, 6.81 g of p-toluenesulfonic acid and 40 g of clean water were added, and the temperature was slowly raised to 100 ° C. under low vacuum for 6 hours.After the reaction is completed, turn off the low vacuum, leave it for 30 minutes to separate the layers, and remove the lower aqueous solution.The upper crude product was transferred to a 1L hydrogenation kettle, 1.0g palladium carbon and 0.2g sodium carbonate were added to replace the nitrogen three times, and the hydrogen was replaced three times. The temperature was slowly raised to 85 ° C, and the pressure was adjusted to 1.2MPa.Until the reaction no longer absorbs hydrogen, the hydrogen flow is stopped. After nitrogen substitution three times, the crude p-tert-butyl phenylpropionaldehyde product is obtained by filtration.The crude product was rectified under reduced pressure, and a fraction of 120-130 ° C / 2mmHg was collected to obtain 330g of p-tert-butyl phenylpropanal with a total content of 98% and a yield of 87%.

References:

Greene Biological Technology Co., Ltd.;Zhang Xiaolong;Hu Jianliang;Huang Wangsheng;Li Zhijiang;Fan Yupeng;Shi Botao;Lin Chuanming;Zhu Chao;Fan Yaxin;Xu Shenghui;Li Jinfeng CN110698334, 2020, A Location in patent:Page/Page column 5-7

FullText

201230-82-2 Synthesis