HCID 13569175, compound → HCID 13569189, compound

HRID 1063821Notes

Reaction equation

HRID 1063821 reaction equation
C([O:3][C:4](=[O:20])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH2:13][CH2:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1)C>Cl>[N:15]1([CH2:14][CH2:13][O:12][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][C:4]([OH:20])=[O:3])[CH:19]=[CH:18][N:17]=[CH:16]1

Participants

3

Reactant 1

HCID 13569175HCID 13569175, compound

Product 1

HCID 13569189HCID 13569189, compoundYield 9.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

[2-(2-Imidazol-1-yl-ethoxy)-phenyl]-acetic acid ethyl ester (3.5 g, 113 mmol) was stirred in 50% aqueous hydrochloric acid (20 ml) at 100° C. for 6 hours. After cooling to room temperature the solvent was removed under reduced pressure and the residue was recrystallised from isopropylalcohol to give [2-(2-Imidazol-1-yl-ethoxy)-phenyl]-acetic acid (2.73 g) as a white solid. Mp 146-147° C. νmax (thin film) 3410 (O—H), 1722 cm−1 (C═O, acid). Anal. Found C, 54.89; H, 5.25; N, 9.80. C13H14N2O3. 1 mol HCl requires C, 55.22; H, 5.35; N, 9.91%.

Workup

  1. customwas removed under reduced pressure
  2. customthe residue was recrystallised from isopropylalcohol

Sources & evidence

ORD record
ord-89f3f9a56b334049badf2ab64087c2b2
Source dataset
uspto-grants-2005_11
Patent number
US06967204B2

Reaction notes

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