Dicyclohexylcarbodiimide → HCID 19857803, compound

Dicyclohexylcarbodiimide (27 g) dissolved in 1,2-dimethoxyethane (300 cc) is added, in the course of 40 minutes, to a solution, kept at 0° C., of 2-n-pentyl-3-hydroxynonanoic acid (29.1 g) and N-hydroxysuccinimide (14.1 g) in 1,2-dimethoxyethane (300 cc). The reaction mixture is stirred at 0° C. for 3 hours and then kept at 4° C. for 21 hours. The precipitate formed is filtered off and washed twice with 1,2-dimethoxyethane (100 cc in total). The filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C. The concentrate is taken up in a mixture of diisopropyl ether (300 cc) and acetic acid (3 cc). After standing for 2 hours at 20° C., the precipitate formed is filtered off and washed twice with diisopropyl ether (40 cc in total). The filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C. Succinimide 2-n-pentyl-3-hydroxynonanoate (42.6 g) is thus obtained in the form of a yellow oil.

1. additionis added, in the course of 40 minutes, to a solution
2. waitkept at 4° C. for 21 hours
3. customThe precipitate formed
4. filtrationis filtered off
5. washwashed twice with 1,2-dimethoxyethane (100 cc in total)
6. concentrationThe filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C
7. additionThe concentrate is taken up in a mixture of diisopropyl ether (300 cc) and acetic acid (3 cc)
8. waitAfter standing for 2 hours at 20° C.
9. customthe precipitate formed
10. filtrationis filtered off
11. washwashed twice with diisopropyl ether (40 cc in total)
12. concentrationThe filtrate is concentrated to dryness under reduced pressure (20 mm Hg) at 50° C

ORD record

ord-6499100b6e8f4329866bd312ff9259c0

Source dataset

uspto-grants-1990_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04916119