In what fields is sodium isopropoxide mainly used_Industrial additives

[Background and Overview]^[1][2]

Sodium isopropoxide chemical formula C₃H₇NaO, molecular weight 82.07690, CAS number 683-60-3, colorless to amber batter-like block, density 0, 9 g/cm3, melting point 70-75°C, boiling point 73ºC at 760 mmHg, flash point -19°C, refractive index 1.409, can be obtained by reacting metallic sodium with dry isopropyl alcohol. Sodium isopropoxide can be used as an intermediate of ibuprofen and as a catalyst in many reactions such as the polymerization of butadiene. If sodium isopropoxide is inhaled, move the patient to fresh air; if there is skin contact, take off contaminated clothing, rinse the skin thoroughly with soap and water, and seek medical attention if you feel uncomfortable; if there is eye contact, separate Rinse the eyelids with running water or saline and seek medical attention immediately. If ingested, rinse mouth immediately. Do not induce vomiting and seek medical attention immediately. Advice to protect rescuers is as follows: Move the patient to a safe place, consult a doctor, and if conditions permit, please show this chemical safety data sheet to the doctor who comes to the scene. If there is a small leak, collect the leaked liquid in a sealable container as much as possible, absorb it with sand, activated carbon or other inert materials, and transfer it to a safe place. Do not flush it into the sewer; if there is a large leak, build a dike or dig a pit. Contain, seal the drainage pipe, cover it with foam to inhibit evaporation, use an explosion-proof pump to transfer it to a tanker or a special collector, and recycle or transport it to a waste treatment site for disposal.

[Application]^[1][2][4]

Sodium isopropoxide can be used as an intermediate for ibuprofen. Domestic ibuprofen production plants use sodium hydroxide and isopropyl alcohol plus benzene or cyclohexane Azeotropic dehydration is used to prepare sodium isopropoxide for DarZen reaction. In addition, it serves as a catalyst in many reactions such as the polymerization reaction of butadiene and the synthesis reaction of naproxen. Application examples are as follows:

1. Used in the preparation process of DL-naproxen, the method includes:

(1) Under condensation conditions, in a solvent, 6-methoxy-2-acetylnaphthalene and isopropyl chloroacetate are contacted in the presence of sodium isopropoxide to obtain a first mixed liquid;

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(2) Add an alkali metal hydroxide or a solution thereof to the first mixed solution to perform hydrolysis to obtain a hydrolyzate;

(3) After adjusting the pH value of the hydrolyzate to 3-5, add hydroxylamine for oximation and separate the solid component;

(4) Contact the solid component separated in step (3) with an alkali metal hydroxide solution to obtain a second mixed solution;

(5) Adjust the pH value of the second mixed solution to 2-3, and perform solid-liquid separation to obtain DL-naproxen.

2. Used in the preparation process of a phenylphosphinic acid diisopropyl compound, the method is: control the molar ratio of phenylphosphine dichloride and sodium isopropoxide, under nitrogen protection, first , at 10°C, drop phenylphosphine dichloride into a solution of a certain concentration of sodium isopropoxide in an organic solvent. After the dripping is completed, control the temperature at 15°C to 20°C, stir for 1 to 2 hours, and then raise the temperature. to 40℃~50℃, keep the reaction for 2~3 hours, filter to remove NaCl, distill out the organic solvent, and then distill under reduced pressure to collect the fraction at 110℃~112℃/1.2KPa to obtain diisopropyl phenylphosphinate. As mentioned above, the molar ratio of phenylphosphine dichloride and sodium isopropoxide is controlled to be 1:2 to 1:3. As mentioned above, the solution of a certain concentration of sodium isopropoxide in an organic solvent has a ratio of mass grams of sodium isopropoxide to volume milliliters of the organic solvent of 1:3 to 1:10. The organic solvent mentioned above is dioxane, acetonitrile or tetrahydrofuran.

3. Used in the preparation process of amorphous S-pantoprazole sodium, specifically as follows:

(a) Mix and stir S-pantoprazole and C1-3 alkyl alcohol, add an alkaline compound with metal sodium ions to react, the C1-3 alkyl alcohol is methanol, ethanol, n- One of propanol and isopropyl alcohol, the alkaline compound with metal sodium ions is one of sodium methoxide, sodium ethoxide, sodium n-propoxide, and sodium isopropoxide, add C1-3 alkyl The volume of the alcohol is 2 to 50 times the weight of S-pantoprazole, and the molar ratio of the basic compound with metal sodium ions to S-pantoprazole is 1:1;

(b) Add diethyl ether to the above reaction solution to crystallize S-pantoprazole sodium. The amount of diethyl ether added is 1 to 10 times the volume of C1-3 alkyl alcohol;

(c) Filter the crystallization liquid obtained in the previous step and dry it under vacuum to obtain amorphous S-pantoprazole sodium. The drying temperature is 20-50°C.

【Preparation】^[3]

Take two IL three-neck flasks (A and B) equipped with condensers. Bottle A is filled with 1 part of sodium hydroxide and 25 parts of isopropyl alcohol. Bottle B is filled with 13 parts of industrial calcium oxide and 25 parts of isopropyl alcohol. The two bottles are connected by two parallel pipes. The two bottles are heated at the same time, so that the water generated by the reaction in bottle A is brought into bottle B by isopropyl alcohol, dehydrated by calcium oxide, and then overflows back to bottle A. The reaction was dehydrated for 12 hours, and the end point was reached when the water content of the reaction solution was measured below 0.2%. An isopropyl alcohol solution containing about 8% sodium isopropoxide is available. Recycle the isopropyl alcohol in bottle B.

[Main reference materials]

[1] Fan Weidong; Zhang Genbao; Xu Yongzhi; Dong Xindian; Xu Wei. A preparation method of DL-naproxen. CN201110092833.1, application date 2011-04-13

[2] Wang Yanlin; Hu Xinli. Diisopropyl phenylphosphonite compound and its preparation method. CN201310219075.4, application date 2013-06-05

[3] Song Hongfang. Sodium isopropoxide[J]. MedicalPharmaceutical Industry, 1984, 12: 001.

[4] Zong Zaiwei; Zhao Jun; Li Xie; Wei Jia. Amorphous S-pantoprazole sodium and its preparation method and application. CN200810024532.3, application date 2008-03-26