Synthesis of D(-)-alpha-(4-ethyl-2,3-dioxygen ethylene imine-1-formamido) p-hydroxybenzene acetic acid
A technology of p-hydroxyphenylacetic acid and p-hydroxyphenylglycine, which is applied in the synthesis field of D-α-p-hydroxyphenylacetic acid, can solve the problem of increasing reaction equipment and processing steps, increasing reaction raw materials and reaction steps, and increasing the ease of trimethylchlorosilane. Moisture absorption and decomposition and other problems, to achieve the effect of simplifying the production process, reducing consumption and being environmentally friendly
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0018] 150 g of p-hydroxyphenylglycine and 700 mL of water were added to a 1000 mL reaction flask, and the pH was adjusted to 7.5 with 10% sodium hydroxide solution to make the solution clear. The solution was cooled to 5°C, 187.5g of 4-ethyl-2,3-dioxopiperazine-1-formyl chloride was added in batches, and the pH of the system was maintained at 7.5-8 with solid sodium carbonate during the addition. Between, about 2h added. After the addition of materials, the reaction was continued at 5°C for 2h. After the reaction, add activated carbon for decolorization, adjust the pH=2 of the reaction solution with 6mol / L hydrochloric acid solution, separate out white crystals, filter and dry to obtain D(-)-α-(4-ethyl-2,3- Dioxypiperazine-1-carboxamido) p-hydroxyphenylacetic acid (HO-EPCP) was 274.2 g of pure product, with a yield of 91%.
[0019] The content of HO-EPCP determined by HPLC was 99.89%.
[0020] Characterization of the HO-EPCP product obtained by the reaction:
[0021] 1. M...
Embodiment 2
[0028] 150 g of p-hydroxyphenylglycine and 650 mL of water were added to a 1000 mL reaction flask, and the pH value was adjusted to 7.5-8 with 10% potassium hydroxide solution to make the solution clear. The solution was cooled to 2°C, 190.21g of 4-ethyl-2,3-dioxopiperazine-1-formyl chloride was added in batches, and the pH of the system was maintained at 7.5-8 with solid sodium carbonate during the addition. Between, about 2h added. After the addition of materials, the reaction was continued at 2 °C for 5 h. After the reaction, activated carbon was added for decolorization, and the pH of the reaction solution was adjusted to 1.5 with 6 mol / L hydrochloric acid solution, white crystals were precipitated, filtered and dried to obtain 275.7 g of pure HO-EPCP with a yield of 91.5%.
[0029] Detection content is 99.88%, specific optical rotation
Embodiment 3
[0031] 150 g of p-hydroxyphenylglycine and 800 mL of water were added to a 1000 mL reaction flask, and the pH was adjusted to 8-9 with 10% sodium hydroxide solution to make the solution clear. The solution was cooled to 0-2°C, 190.21g of 4-ethyl-2,3-dioxopiperazine-1-formyl chloride was added in batches, and the pH value of the system was maintained at 7.5 with solid sodium carbonate during the addition. Between ~8, about 2h added. After adding the materials, the reaction was continued at 0-2°C for 3h. After the reaction was completed, activated carbon was added for decolorization, and the pH of the reaction solution was adjusted to 1.9 with 6 mol / L hydrochloric acid solution, white crystals were precipitated, filtered and dried to obtain 271.2 g of pure HO-EPCP with a yield of 90%.
[0032] Detection content is 99.95%, specific optical rotation
PUM
| Property | Measurement | Unit |
|---|---|---|
| melting point | aaaaa | aaaaa |
Abstract
Description
Claims
Application Information
Login to View More