Benzyl Alcohol → HCID 23555684, compound

HRID 1635496Notes

Reaction equation

HRID 1635496 reaction equation
[OH-].[K+].C(=O)([O-])[O-].[K+].[K+].Cl[C:10]1[CH:15]=[C:14]([C:16]2[N:20]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=3)[N:19]=[C:18]([CH3:28])[CH:17]=2)[CH:13]=[CH:12][N:11]=1.[CH2:29]([OH:36])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1.COCCOCCN(CCOCCOC)CCOCCOC>C1(C)C=CC=CC=1>[CH2:29]([O:36][C:10]1[CH:15]=[C:14]([C:16]2[N:20]([C:21]3[CH:26]=[CH:25][CH:24]=[C:23]([CH3:27])[CH:22]=3)[N:19]=[C:18]([CH3:28])[CH:17]=2)[CH:13]=[CH:12][N:11]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1

Participants

7

Reactant 5

HCID 244Benzyl AlcoholHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 112414Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]-HCID 114829832-chloro-4-[1-(3-methylphenyl)-3-methyl-1H-pyrazol-5-yl]pyridine

Product 1

HCID 23555684HCID 23555684, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of potassium hydroxide (0.67 g, 0.012 mol) and potassium carbonate (0.41 g, 0.003 mol) in 30 mL of toluene was added 2-chloro-4-[1-(3-methylphenyl)-3-methyl-1H-pyrazol-5-yl]pyridine (0.85 g, 0.003 mol). Then benzyl alcohol (0.49 g, 0.0045 mol) was charged into the reaction mixture, followed by the addition of tris[2-(2-methoxyethoxy)ethyl]amine (0.1 g, 0.0003 mol) and the mixture was heated at reflux overnight (about eighteen hours). Toluene was removed under vacuum and the residue was partitioned between water and ethyl acetate.

Workup

  1. temperaturethe mixture was heated
  2. temperatureat reflux overnight (about eighteen hours)
  3. customToluene was removed under vacuum
  4. customthe residue was partitioned between water and ethyl acetate

Sources & evidence

ORD record
ord-b70621eeb475421589bfc5276eb74df9
Source dataset
uspto-grants-2003_01
Patent number
US06509361B1

Reaction notes

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