Sodium Hydroxide → 2-Butyl-5-chloro-1H-imidazole-4-carbaldehyde

温度

100 °C

A mixture of 1.00 g (5.12 mmol) of 2-butyl-4-dimethylaminomethylene-2-imidazolin-5-one and 3.20 g (20.48 mmol) of POCl3 was heated at 100° C. for 45 minutes. Then, 1.76 g of POCl3 was distilled off on the Rotavapor, and the residue was treated with 6 ml of ethyl acetate. The mixture thus obtained was added to 20 ml of water, and the water was stirred at room temperature for 5 minutes. Then, the pH was adjusted from 0.34 to 7, using 30 percent strength sodium hydroxide solution. The mixture was extracted twice, using 10 ml of ethyl acetate each time. The combined organic phases were dried (MgSO4), filtered and concentrated, and the residue was dried in a high vacuum. 0.89 g of 2-butyl-5-chloroimidazole-4-carbaldehyde was obtained; this product having a purity greater than 95 percent, according to H-NMR. This corresponds to a yield of 93 percent, based on the 2-butyl-4-dimethylaminomethylene-2-imidazolin-5-one.

1. distillationThen, 1.76 g of POCl3 was distilled off on the Rotavapor
2. additionthe residue was treated with 6 ml of ethyl acetate
3. customThe mixture thus obtained
4. extractionThe mixture was extracted twice
5. dry with materialThe combined organic phases were dried (MgSO4)
6. filtrationfiltered
7. concentrationconcentrated
8. customthe residue was dried in a high vacuum

ORDレコード

ord-79c53c5c85284213b9b85729a56bf8d2

出典データセット

uspto-grants-1996_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05536841