2-Chlorophenol → HCID 9021527, compound

HRID 1838934Notes

Reaction equation

HRID 1838934 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:22])[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18](=[O:21])[CH2:19]Cl)[CH2:14][CH2:13]1.[Cl:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[OH:30].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH:9][C:10](=[O:22])[CH2:11][N:12]1[CH2:17][CH2:16][N:15]([C:18](=[O:21])[CH2:19][O:30][C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=2[Cl:23])[CH2:14][CH2:13]1

Participants

5

Reactant 3

HCID 72452-ChlorophenolHCID 11430Potassium CarbonateHCID 9317226HCID 9317226, compound

Product 1

HCID 9021527HCID 9021527, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 9 (0.194g, 0.6mmol) in 4ml acetone was added 2-chlorophenol (0.092g, 0.72mmol) and potassium carbonate (0.3g, 2.2mmol). The solution was heated to reflux and stirred for 48h. The solution was filtered to remove potassium carbonate, concentrated en vacuo, and purified by Prep TLC (10:1 DCM:MeOH) to yield compound 11. Mass spectrum (M+1)=416.32

Workup

  1. temperatureThe solution was heated
  2. temperatureto reflux
  3. filtrationThe solution was filtered
  4. customto remove potassium carbonate
  5. concentrationconcentrated en vacuo
  6. custompurified by Prep TLC (10:1 DCM:MeOH)

Sources & evidence

ORD record
ord-9ea8d15f6761414b970fe588f2180a5c
Source dataset
uspto-grants-2004_01
Patent number
US06677343B2

Reaction notes

Loading…