3-(Cyclopentyloxy)-4-methoxyaniline → HCID 21994446, compound

HRID 1977599Notes

Reaction equation

HRID 1977599 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:11]=[CH:12][C:13]=2[O:14][CH3:15])[NH2:10])[CH2:5][CH2:4][CH2:3][CH2:2]1.[O:16]=[C:17]1[CH2:22][C:21](=O)[CH2:20][CH2:19][NH:18]1>C1C=CC=CC=1.C(#N)C.CO>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([CH:11]=[CH:12][C:13]=2[O:14][CH3:15])[NH:10][C:21]2[CH2:20][CH2:19][NH:18][C:17](=[O:16])[CH:22]=2)[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

6

Reactant 2

HCID 27793343-(Cyclopentyloxy)-4-methoxyanilineHCID 108878632,4-Piperidinedione

Product 1

HCID 21994446HCID 21994446, compoundYield 100.7%

Reagents, catalysts & solvents 3

HCID 241BenzeneSolventHCID 887MethanolSolventHCID 6342AcetonitrileSolvent

Procedure

0.60 g (2.89 mmole) of the 3-cyclopentyloxy-4-methoxyaniline produced in Example 1(2) and 0.33 g (2.89 mmole) of 2, 4-dioxopiperidine were dissolved in solution of 15 ml of benzene, 4 ml of acetonitrile, and 1 ml of methanol and the mixture was stirred at room temperature for 24 hours. After the reaction, the solvent was removed in vacuo and the residue was triturated with ether. The precipitated brown crystal was collected by filtration, then dried in vacuo to obtain the title compound 0.88 g (yield 100%).

Workup

  1. customAfter the reaction
  2. customthe solvent was removed in vacuo
  3. customthe residue was triturated with ether
  4. filtrationThe precipitated brown crystal was collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-1b236d0834ec49dcb7d5354a76e975d7
Source dataset
uspto-grants-2001_05
Patent number
US06235736B1

Reaction notes

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