Acetic Acid → HCID 14774159, compound

HRID 842812Notes

Reaction equation

HRID 842812 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:35]=[CH:36][CH:37]=1)[O:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24]2[N:28]=[N:27][N:26]([CH2:29][C:30]([O:32]CC)=[O:31])[N:25]=2)=[CH:20][CH:19]=1.C(O)(=O)C>C(O)C.[OH-].[Na+].O>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:14]=[C:15]([CH:35]=[CH:36][CH:37]=1)[O:16][CH2:17][C:18]1[CH:19]=[CH:20][C:21]([C:24]2[N:28]=[N:27][N:26]([CH2:29][C:30]([OH:32])=[O:31])[N:25]=2)=[CH:22][CH:23]=1

Participants

6

Reactant 2

HCID 176Acetic AcidHCID 14774158HCID 14774158, compound

Product 1

HCID 14774159HCID 14774159, compound

Reagents, catalysts & solvents 3

HCID 702EthanolSolventHCID 962WaterSolventHCID 14798Sodium HydroxideSolvent

Conditions

Temperature
70 °C

Procedure

A mixture of 1 g of ethyl [5-(4-(3-(2-quinolinylmethyl-oxy)phenoxymethyl)phenyl)tetrazol-3-yl]acetate in 5 ml ethanol and 40 ml of 1N NaOH is stirred at 70° C. for 4 hours. This is cooled, diluted with water, acidified with acetic acid, filtered, washed with water, and then ethyl acetate to give 5-(4-(3-(2-quinolinylmethyloxy)phenoxymethyl)phenyl)tetrazol-3-yl acetic acid.

Workup

  1. temperatureThis is cooled
  2. filtrationfiltered
  3. washwashed with water

Sources & evidence

ORD record
ord-6160b8937b364287a94af8ba912a6fc2
Source dataset
uspto-grants-2002_04
Patent number
US06376512B1

Reaction notes

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