Ethyl Acetate → HCID 4110341, compound

HRID 963125Notes

Reaction equation

HRID 963125 reaction equation
[C:1]([S:4][CH:5]([CH3:9])C(O)=O)(=[O:3])[CH3:2].[OH:10][N:11]1[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17].C1(N=C=NC2CCCCC2)CCCCC1.[C:33](OCC)(=[O:35])C>>[CH3:2][C:1]([S:4][CH2:5][CH2:9][C:33]([O:10][N:11]1[C:15](=[O:16])[CH2:14][CH2:13][C:12]1=[O:17])=[O:35])=[O:3]

Participants

5

Reactant 4

HCID 8857Ethyl AcetateHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 135991292-(Acetylsulfanyl)propanoic acid

Product 1

HCID 4110341HCID 4110341, compoundYield 50%

Procedure

16.2 g (0.1 mol) S-acetyl-mercaptopropionic acid, 12.7 g (0.11 mol) N-hydroxysuccinimide and 22.7 g (0.11 mol) dicyclohexylcarbodiimide are stirred in 0.4 l absolute ethyl acetate for 16 hours at 20° C. The precipitate which forms is filtered off and the filtrate is evaporated in a vacuum. The oily residue is taken up in a small amount of ethyl acetate and cooled. In this process further precipitate is formed which is discarded. This process is repeated twice. 13 g (50%) SATP is obtained from the last filtrate after evaporation.

Workup

  1. filtrationThe precipitate which forms is filtered off
  2. customthe filtrate is evaporated in a vacuum
  3. temperaturecooled
  4. customIn this process further precipitate is formed which

Sources & evidence

ORD record
ord-40f5ad2baec940588722af1f353fb4c5
Source dataset
uspto-grants-1998_06
Patent number
US05763191

Reaction notes

Loading…