反应详情

温度

20 °C

(−)-N-[(2-Isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-y)acetyl]guanidine is prepared as described in Example 1, starting with 2.6 g of potassium tert-butoxide, 2.6 g of guanidinium chloride and 1.25 g of ethyl (−)-(2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-y)acetate. The reaction mixture is stirred at a temperature in the region of 20° C. for 40 hours and is then filtered. The filtrate is taken up in 80 cm3 of water and 120 cm3 of ethyl acetate. After separation of the phases by settling, the organic phase is separated out and the aqueous phase is extracted with twice 120 cm3 of ethyl acetate. The organic extracts are combined, dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure (0.6 kPa) at a temperature in the region of 40° C. The evaporation residue is taken up in 30 cm3 of diethyl ether and the precipitate formed is filtered off and then washed three times with 5 cm3 of diethyl ether. The solid is dried under reduced pressure (10 Pa) at a temperature in the region of 45° C. 0.75 g of (−)-N-[(2-isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-yl)acetyl]guanidine is thus obtained in the form of an off-white solid melting at 264° C. (αD20=−10.2°±0.6 in methanol at 0.5%). Mass spectrum EI: m/e 288 (M+), m/e 245, m/e 201, m/e 132.

1. custom(−)-N-[(2-Isobutyl-3-oxo-2,3-dihydro-1H-isoindol-1-y)acetyl]guanidine is prepared
2. filtrationis then filtered
3. customAfter separation of the phases
4. customthe organic phase is separated out
5. extractionthe aqueous phase is extracted with twice 120 cm3 of ethyl acetate
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated to dryness under reduced pressure (0.6 kPa) at a temperature in the region of 40° C
9. customthe precipitate formed
10. filtrationis filtered off
11. washwashed three times with 5 cm3 of diethyl ether
12. customThe solid is dried under reduced pressure (10 Pa) at a temperature in the region of 45° C