ChemicalBook CAS DataBase List 2-Phenyl-1,3-propanediol

2-Phenyl-1,3-propanediol synthesis

9synthesis methods

Product Name:2-Phenyl-1,3-propanediol
CAS Number:1570-95-2
Molecular formula:C9H12O2
Molecular Weight:152.19

83-13-6 Synthesis

83-13-6
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$14.00/5g

1570-95-2
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$18.00/5g

Yield:1570-95-2 99.6%

Reaction Conditions:

Stage #1:diethyl 2-phenylmalonate with sodium hydroxide in tetrahydrofuran;water at 145; under 2280.15 Torr; for 0.933333 h;Inert atmosphere;
Stage #2: with tetrabutyl-ammonium chloride in tetrahydrofuran;water for 0.183333 h;Inert atmosphere;
Stage #3: with sodium hydroxide in tetrahydrofuran;water;toluene at 156; under 3800.26 Torr; for 3.13333 h;Inert atmosphere;Solvent;Temperature;Pressure;

Steps:

1-8
1) Under argon protection,diethyl 2-phenyl-malonate, mix the reducing agent and tetrahydrofuran, controlling the reaction temperature to rise to 145 ° C, the pressure rises to 3 atmospheres,add 4 mol/L sodium hydroxide solution dropwise,the dropping time for controlling the aqueous sodium hydroxide solution is 50 minutes.When the sodium hydroxide aqueous solution is added for 6 minutes,Start adding a 25% tetrabutylammonium chloride aqueous solution.The dropping time of the aqueous solution of tetrabutylammonium chloride was controlled to be 11 min. After the addition of the aqueous sodium hydroxide solution, toluene was added to control the addition time of toluene to 8 min, and then the reaction temperature was controlled to 156 ° C, and the reaction pressure was 5 atmospheres. The reaction was continued for 3 hours and the cooling was completed.The preparation method of the reducing agent: will be 350 purpose zinc powder, 350 purpose aluminum powder and 150 activated carbon even grinding the purpose, in the mass fraction of 0.5% acetic acid solution 16 min after filtering, the resulting solid is washed, in the argon replacement air in the drying box for after 85 °C and dried to obtain the; zinc powder, aluminum powder and the activated carbon of the consumption ratio of 1 µM: 0.9 µM: 160 g.2-phenylmalonic acid diethyl ester and the mass ratio of the reducing agent of 1: 2.35; 2 - phenyl - c diethyl malonate with tetrahydrofuran, toluene and the ratio of the amount of 1 g: 5 ml: 4 ml; 2 - phenylmalonic acid diethyl ester with sodium hydroxide aqueous solution consumption ratio of 1 µM: 1100 ml; 2 - phenylmalonic acid diethyl ester and tetrabutyl ammonium chloride aqueous solution consumption ratio of 1 µM: 200 ml.2) A system is cooled after filtering, layered, after washing the organic layer, after drying with anhydrous sodium sulfate, the rotavapor for concentrated evaporate the solvent to obtain the product. The molar yield of 99.6%, GC purity 99.3%.

References:

Shenzhen The Second People Hospital;Tan Hui;Li Weiping CN110092709, 2019, A Location in patent:Paragraph 0023-0052

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17838-69-6 Synthesis