Dicyclohexylcarbodiimide → HCID 11184047, compound

HRID 2364933Notes

Reaction equation

HRID 2364933 reaction equation
[N:1]1([CH2:7][C:8]([OH:10])=[O:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.O[N:12]1[C:16](=[O:17])[CH2:15][CH2:14][C:13]1=[O:18].C1(N=C=NC2CCCCC2)CCCCC1>C(Cl)Cl>[O:18]=[C:13]1[CH2:14][CH2:15][C:16](=[O:17])[N:12]1[O:9][C:8](=[O:10])[CH2:7][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 201097Piperidin-1-yl-acetic acid

Product 1

HCID 11184047HCID 11184047, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

6 g (42 mMol) (piperidine-1-yl)-acetic acid 10 was added to 4.83 g (42 mMol) N-hydroxysuccinimide and 9.53 g (46.2 mMol) dicylohexyl-carbodiimide in 100 ml CH2Cl2. The reaction mixture was stirred for 16 h at RT. The residue was filtered and the filtrate was evaporated in vacuum to dryness. The residue was then dissolved in diethylether and the solution was filtered off. The filtrate was reduced once again and the residue was dissolved in Diisopropylether. After filtration of the solution and evaporation of the solvent, the compound was then recrystallised from diisopropylether.

Workup

  1. filtrationThe residue was filtered
  2. customthe filtrate was evaporated in vacuum to dryness
  3. dissolutionThe residue was then dissolved in diethylether
  4. filtrationthe solution was filtered off
  5. dissolutionthe residue was dissolved in Diisopropylether
  6. filtrationAfter filtration of the solution and evaporation of the solvent
  7. customthe compound was then recrystallised from diisopropylether

Sources & evidence

ORD record
ord-519b3545e2fb40f4b8c637a8b3da9336
Source dataset
uspto-grants-2014_04
Patent number
US08697604B2

Reaction notes

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