Hydrochloric Acid → HCID 13569193, compound

HRID 2097992Notes

Reaction equation

HRID 2097992 reaction equation
[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([O-:18])=[O:17])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[OH-].[K+].Cl>C1COCC1.O.CCOC(C)=O>[N:1]1([CH2:6][CH2:7][O:8][C:9]2[CH:14]=[CH:13][C:12]([CH2:15][C:16]([OH:18])=[O:17])=[CH:11][CH:10]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 28781951HCID 28781951, compound

Product 1

HCID 13569193HCID 13569193, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolvent2×HCID 21881883Oxolane--water (1/1)Solvent

Procedure

To a stirring mixture of 2-(4-(2-(1H-imidazol-1-yl)ethoxy)phenyl)acetate (240 mg) in THF/water (3.3 mL, 10:1) was added fine powder KOH (77 mg). The reaction mixture was stirred at rt overnight. The crude product mixture was acidified with 1.0 N HCl and diluted with EtOAc. A normal aqueous workup with EtOAc was followed. The organic layers were dried over MgSO4, filtered, and concentrated under reduce pressure. The crude acid was taken directly to the next reaction without further purification. Method[1], MS (ESI) 247.1, Retention time=0.323 min.

Workup

  1. dry with materialThe organic layers were dried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe crude acid was taken directly to the next reaction without further purification

Sources & evidence

ORD record
ord-c8193e4145474ba3a3cc21c1d6a66791
Source dataset
uspto-grants-2013_05
Patent number
US08450363B2

Reaction notes

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