Piperidine → HCID 66986626, compound

HRID 555665

Reaction equation

HRID 555665 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH2:6][C:5]1=[O:13])(=[O:3])[CH3:2].O[CH2:15][C:16]1[O:20][C:19]([CH:21]=[O:22])=[CH:18][CH:17]=1.N1CCCCC1>C(O)C>[OH:22][CH2:21][C:19]1[O:20][C:16]([CH:15]=[C:6]2[C:7]3[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=3)[N:4]([C:1](=[O:3])[CH3:2])[C:5]2=[O:13])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 2373325-(Hydroxymethyl)furfuralHCID 3237191-Acetylindolin-2-one

Product 1

HCID 66986626HCID 66986626, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

N-acetyloxindole (1 equivalent), 5-hydroxymethyl-2-furaldehyde (0.5 equivalent) and piperidine (0.2 equivalent) were dissolved in ethanol such that 1 mL of ethanol was used per 1 μmol of the total amount of the compounds, and the resulting mixture was stirred at room temperature for 12 hours. After completion of the reaction, the resulting precipitate was collected by filtration, washed with cooled ethanol several times and dried, whereby 3-((5-(hydroxymethyl)furan-2-yl) methylene)-N-acetyl-2-oxoindoline was obtained.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe resulting precipitate was collected by filtration
  3. washwashed with cooled ethanol several times
  4. customdried

Sources & evidence

ORD record
ord-d681d2db206c4d6eadb06b44412df9dd
Source dataset
uspto-grants-2011_11
Patent number
US08053461B2

Linked notes

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