Method for synthesizing oxetane-3-carbaldehyde
A technology of oxetane and formaldehyde, which is applied in the field of biomedicine, can solve the problems of low yield and difficult purification, and achieve the effects of high yield, easy purification and easy realization
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0023] Embodiment 1: laboratory synthesis
[0024] 1. Swain oxidation reaction
[0025] At -65°C, dimethyl sulfoxide (15g) in anhydrous dichloromethane solution (70mL) was added dropwise to oxalyl chloride (11g) in anhydrous dichloromethane solution (70mL), after the addition was complete, the Stir at -65°C for 1 hour, then add 1 (5g) of anhydrous dichloromethane solution (125mL) dropwise, control the temperature at about -65°C, react at this temperature for 6 hours, and detect by TLC until the reaction is complete. At -65°C, triethylamine (20 g) was added dropwise to quench the reaction, the reaction liquid was filtered, the filtrate was spin-dried, and the product 2 (4.15 g) was obtained by column chromatography with a yield of 85%.
Embodiment 2
[0026] Embodiment 2: small test
[0027] 1. Swain oxidation reaction
[0028] At -65°C, add dimethyl sulfoxide (150g) in anhydrous dichloromethane solution (700mL) dropwise to oxalyl chloride (110g) in anhydrous dichloromethane solution (700mL). Stir at -65°C for 1 hour, then add 1 (50g) of anhydrous dichloromethane solution (1250mL) dropwise, control the temperature at about -65°C, react at this temperature for 6 hours, and detect by TLC until the reaction is complete. At -65°C, triethylamine (200g) was added dropwise to quench the reaction, the reaction solution was filtered, and the filtrate was spin-dried, and the product 2 (41.5g) was obtained by column chromatography with a yield of 85%.
Embodiment 3
[0029] Embodiment 3: pilot test
[0030] 1. Swain oxidation reaction
[0031] At -65°C, add dimethyl sulfoxide (1.5kg) in anhydrous dichloromethane solution (7L) dropwise to oxalyl chloride (1.1kg) in anhydrous dichloromethane solution (7L), and the addition is complete Stir at -65°C for 1 hour, then add 1 (50 g) of anhydrous dichloromethane solution (12.5 L) dropwise, control the temperature at about -65°C, react at this temperature for 6 hours, and detect by TLC until the end of the reaction. At -65°C, triethylamine (2kg) was added dropwise to quench the reaction, the reaction solution was filtered, the filtrate was spin-dried, and column chromatography gave product 2 (415g), with a yield of 85%.
[0032] As can be seen from the above examples, the synthesis method of the present invention can be directly scaled up for industrial production. This patent uses relatively cheap 3-hydroxymethyl-1-oxetane as the starting reactant, and obtains the final product through a one-ste...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More