Sodium Hydroxide → 3,5-Dihydro-2-propyl-4H-imidazol-4-one

17.39 g (138 mmol) of glycine methyl ester hydrochloride was added to a solution of sodium hydroxide (5.56 g, 139 mmol) in methanol (55 ml) at 0° C. After 15 minutes, 14.50 g (content 96.3 percent, 138 mmol) of butanimidic acid methyl ester was instilled in the white suspension for 8 minutes. The mixture was stirred for 3 hours at room temperature and then concentrated by evaporation on a Rotavapor. The residue was mixed with CH2Cl2 (250 ml) and the resultant suspension was filtered. The filtrate was concentrated by evaporation on a Rotavapor, again mixed with CH2Cl2 (250 ml) and filtered again. After removal of the solvent, the title compound was obtained (15.13 g, content>95 percent according to 1H-NMR, 83 percent yield). Other data concerning the product was:

1. concentrationconcentrated by evaporation on a Rotavapor
2. additionThe residue was mixed with CH2Cl2 (250 ml)
3. filtrationthe resultant suspension was filtered
4. concentrationThe filtrate was concentrated by evaporation on a Rotavapor
5. additionagain mixed with CH2Cl2 (250 ml)
6. filtrationfiltered again
7. customAfter removal of the solvent

ORD record

ord-9d1a34e626b142c68224aaabb99629bd

Source dataset

uspto-grants-1995_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05442075