Sodium Hydroxide → HCID 66704199, compound

HRID 424844Notes

Reaction equation

HRID 424844 reaction equation
C[O:2][C:3](=[O:37])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH:10]=[CH:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][C:20]3[N:21]([C:28]4[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][C:29]=4[Cl:35])[N:22]=[N:23][C:24]=3[CH:25]([CH3:27])[CH3:26])=[CH:14][C:13]=2[Cl:36])[CH:5]=1.[OH-].[Na+]>CO>[Cl:36][C:13]1[CH:14]=[C:15]([O:18][CH2:19][C:20]2[N:21]([C:28]3[C:33]([Cl:34])=[CH:32][CH:31]=[CH:30][C:29]=3[Cl:35])[N:22]=[N:23][C:24]=2[CH:25]([CH3:26])[CH3:27])[CH:16]=[CH:17][C:12]=1[CH:11]=[CH:10][C:6]1[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=1)[C:3]([OH:37])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66704071HCID 66704071, compound

Product 1

HCID 66704199HCID 66704199, compoundYield 88.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 3-(2-{2-chloro-4-[3-(2,6-dichloro-phenyl)-5-isopropyl-3H-[1,2,3]triazol-4-ylmethoxy]-phenyl}-vinyl)-benzoic acid methyl ester (0.459 g, 0.825 mmol) in methyl alcohol (20 mL) is added 1 N sodium hydroxide solution (2.5 mL). The reaction is heated to mild reflux for 1 h and is cooled to room temperature. The reaction mixture is concentrated under reduced pressure. The residue is dissolved in water and the aqueous solution is acidified with 5 N hydrochloric acid solution to form a white precipitate. The solid is filtered and dried overnight under reduced pressure to give the title compound (0.395 g). ES/MS m/e 542.0 (M+1), 542.0 (M-H); HPLC purity: 95.56

Workup

  1. temperatureThe reaction is heated
  2. temperatureto mild reflux for 1 h
  3. concentrationThe reaction mixture is concentrated under reduced pressure
  4. dissolutionThe residue is dissolved in water
  5. customto form a white precipitate
  6. filtrationThe solid is filtered
  7. customdried overnight under reduced pressure

Sources & evidence

ORD record
ord-6963fed44e5f4005982685172ad8b5b2
Source dataset
uspto-grants-2012_01
Patent number
US08106077B2

Reaction notes

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