Water → HCID 16662056, compound

HRID 2382508Notes

Reaction equation

HRID 2382508 reaction equation
[NH:1]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[C:17](Cl)(=[O:26])[C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1>N1C=CC=CC=1.CC(OC)(C)C>[CH3:25][O:24][C:21]1[CH:22]=[CH:23][C:18]([C:17]([N:1]([C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[CH2:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)=[O:26])=[CH:19][CH:20]=1

Participants

6

Reactant 3

HCID 962WaterHCID 7477p-Anisoyl chlorideHCID 2367962-(2-Anilinoethyl)pyridine

Product 1

HCID 16662056HCID 16662056, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 15413tert-Butyl methyl etherSolvent

Procedure

In a 25 ml round-bottom flask 0.085 p-anisoyl chloride and 0.04 mL of pyridine are dissolved in 3 ml of MTBE. To this solution was added 0.10 g of 2-(2-anilinoethyl)pyridine. The solution is stirred at room temperature for 24 h. To the solution was added 5 mL of water. The organic layer was separated and washed with 5 mL of water. The organic layer was dried over MgSO4. The solvent was evaporated to yield a brown oil. The oil was purified on silica gel to afford 0.15 g of an off-white solid with the following spectroscopic properties:

Workup

  1. customThe organic layer was separated
  2. washwashed with 5 mL of water
  3. dry with materialThe organic layer was dried over MgSO4
  4. customThe solvent was evaporated
  5. customto yield a brown oil
  6. customThe oil was purified on silica gel

Sources & evidence

ORD record
ord-ed1cceaa6f254d2492280fcb3a08c53a
Source dataset
uspto-grants-2012_09
Patent number
US08263046B2

Reaction notes

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