Hydrochloric Acid → HCID 13569193, compound

HRID 1519779Notes

Reaction equation

HRID 1519779 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-ec195a0394b94732b5d449f5d05b3922
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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