* 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.
Resin bound 4-Hydroxy-2-methoxybenzyl alcohol (30) Sodium borohydride (10.0 g, 0.26 mol) was added to a mixture of compound 29 (35 g, 0.044 mol) in 250 mL of a 1:1 mixture of THF and 95% ethyl alcohol. The mixture was shaken for 18 h at rt. The resin was washed sequentially with DMF (100 mL), water (100 mL), DMF (100 mL), methanol (100 mL), and methylene chloride (100 mL). This latter washing sequence was repeated (3*). The resin was dried in vacuo to afford 30 as a colorless solid (33.9 g), with an approximate loading of 1.25 mmol/g.
4
[ 31643-49-9 ]
[ 119138-29-3 ]
[ 1033049-39-6 ]
Yield
Reaction Conditions
Operation in experiment
EXAMPLE I; (p-Hydroxymethy-m-Methoxy Phenoxy)-4-Phthalonitrile Intermediate; To a 500 milliliter round bottom flask equipped with magnetic stir and nitrogen inlet was charged 42.1 grams of 4-hydroxy-3-methoxybenzyl alcohol (MW=154), 33.5 grams of potassium carbonate (MW=138), and 330 grams of ?dry? DMSO (in molecular sieve). The contents were heated in a 90 C. oil bath for about 1 hour. Thereafter, 41.9 grams of 4-nitrophthalonitrile (MW=173; obtained from TCI America, Portland, Oreg.) was added. The content were heated and stirred for 3 hours, after which a reverse phase TCL with methanol as the mobile phase was run which showed that no starting material remained in the reaction mixture (the Rfs were close). The contents were then poured into 1 liter of deionized water. The product precipitated out as a large chunk, which was filtered and collected. Infrared spectroscopy and TLC of the product indicated that none starting material, nitrophthalonitrile, remained. Then product was combined with methylene chloride and sonicated. Most of the solids dissolved. The mixture was then filtered and the filtrant was run through a silica plug. After the solvent was evaporated, about 59.3 grams of product was obtained.
General procedure: In an oven-dried 10-mL round-bottom flask, 10 mg catalyst 4 (3.2 mol%) along with 1 mmol amine or hydroxyl amine was added to 7 mL absolute ethanol at ambient temperature.Then, 1 mmol of alcohol was added to the reaction mixture and stirred under O2 atmosphere (~1 atm.). After 14-60 min,yellow to red sediments were appeared which show successful oxidation of alcohols followed by imine formation. The product was filtered and added to 20 mL of hot methanol which just dissolved the imine compound. The filtration of the reaction mixture left a solid on the filter that was the catalyst 4. The remained solution set a side overnight for crystallization, and the recovered catalyst was reused for the next run (Scheme 2).
Three 2000 mL glass reactors equipped with a stirring device were charged with 1 mol hexachlorocyclotriphosphazene and 200 mL acetone,p-Toluenethiol4mol,While stirring, nitrogen is passed through, heated to 60C, and 20% sodium hydroxide solution is added dropwise to the pH neutrality for 60 minutes. The temperature is maintained at 60C, the reaction is stirred for 4 hours, and then 2 mol is added.3,5-Dimethyl-4-hydroxybenzaldehyde,The reaction was continued for 4 hours, followed by the addition of 4 mol of <strong>[119138-29-3]4-hydroxymethyl-3-methoxyphenol</strong>, and the reaction was continued for 4 hours. After the reaction, the inorganic components and water in the system were physically removed, the solvent in the system was distilled off, and the structure was precipitated with methanol to obtain a structure. Phosphazenes as shown below:
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
