Potassium Carbonate → 1-[7-(2-Chloro-4-methoxyphenoxy)octyl]imidazole hydrochloride

HRID 2210531Notes

Reaction equation

HRID 2210531 reaction equation
Cl.I[CH:3]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1.[Cl:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=1[OH:25].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[ClH:16].[Cl:16][C:17]1[CH:22]=[C:21]([O:23][CH3:24])[CH:20]=[CH:19][C:18]=1[O:25][CH:14]([CH3:15])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:3][CH2:4][N:5]1[CH:9]=[CH:8][N:7]=[CH:6]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 874592-Chloro-4-methoxyphenolHCID 189218131-(2-Iodooctyl)imidazole hydrochloride

Product 1

HCID 189218821-[7-(2-Chloro-4-methoxyphenoxy)octyl]imidazole hydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Combine the product of step (b) (2.5 g) with 2-chloro-4-methoxyphenol (5.2 g) and potassium carbonate (10 g) in acetone (100 ml) and relux for 48 hours. Evaporate the solvent, extract the resultant residue with dichloromethane and purify on a silica gel column, eluting with 100% CH2Cl2 →10% CH3OH/CH2Cl2.

Workup

  1. customEvaporate the solvent
  2. extractionextract the resultant residue with dichloromethane
  3. custompurify on a silica gel column
  4. washeluting with 100% CH2Cl2

Sources & evidence

ORD record
ord-323f6bc1d51c437786d02a9e00e42f84
Source dataset
uspto-grants-1995_10
Patent number
US05459144

Reaction notes

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