HCID 86594965, compound → HCID 69122471, compound

HRID 1610032Notes

Reaction equation

HRID 1610032 reaction equation
[C:1]1(=[O:15])[N:5](C(CCCC)C(Cl)=O)[C:4](=[O:14])[CH:3]=[CH:2]1>C(OCC)(=O)C.CCCCCC>[C:4]1(=[O:14])[NH:5][C:1](=[O:15])[CH:2]=[CH:3]1.[CH3:1][CH:2]1[CH2:3][CH2:4][O:14]1

Participants

3

Procedure

Following the addition, the resulting dark brown solution was mixed at room temperature over-night. Thin-layer chromatography (1/1 vol., ethyl acetate/hexane) indicated that the reaction was complete based on the depletion of maleimidocaproic chloride. White solids were filtered from the reaction solution which was then washed four times with distilled water (300 ml each). Methylene chloride was stripped from the reaction solution via roto-evaporation and replaced with an ethyl acetate/hexane solution (2/1, respectively, by volume). The dark brown solution was then passed through a column of silica gel to purify. Next, the solvent was stripped in vacuo resulting in a clear orange product with a viscosity of 750 cPs. The compound had a weight loss of 8% at 200° C. as measured by TGA.

Workup

  1. additionthe addition
  2. additionthe resulting dark brown solution was mixed at room temperature over-night
  3. filtrationWhite solids were filtered from the reaction solution which
  4. washwas then washed four times with distilled water (300 ml each)
  5. customMethylene chloride was stripped from the reaction solution via roto-evaporation
  6. customto purify
  7. customresulting in a clear orange product with a viscosity of 750 cPs
  8. customat 200° C.

Sources & evidence

ORD record
ord-217f4ec60b504ce9a420db0d89d78caa
Source dataset
uspto-grants-2006_01
Patent number
US06982338B2

Reaction notes

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