Sodium Hydroxide → HCID 178458915, compound

HRID 1977396Notes

Reaction equation

HRID 1977396 reaction equation
[CH2:1]([O:4][C:5]1[N:9]([CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[CH:13][CH:12]=2)[C:8]2[C:28]([C:32]([O:34]CC)=[O:33])=[CH:29][CH:30]=[CH:31][C:7]=2[N:6]=1)[CH2:2][CH3:3].[OH-].[Na+]>C(O)C>[CH2:1]([O:4][C:5]1[N:9]([CH2:10][C:11]2[CH:12]=[CH:13][C:14]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=3[C:23]3[NH:27][N:26]=[N:25][N:24]=3)=[CH:15][CH:16]=2)[C:8]2[C:28]([C:32]([OH:34])=[O:33])=[CH:29][CH:30]=[CH:31][C:7]=2[N:6]=1)[CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178458916HCID 178458916, compound

Product 1

HCID 178458915HCID 178458915, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A solution of ethyl 2-propoxy-1-[[2′-(1H-tetrazol-5-yl)-biphenyl-4-yl]methyl]benzimidazole-7-carboxylate (0.23 g) in ethanol (4 ml) containing 1N-NaOH (1.5 ml) was heated at 80° C. for 2 hours. The reaction mixture was concentrated to dryness and the residue was extracted with water and ethyl acetate. The aqueous layer was adjusted to pH 3-4 with 1N-HCl to give crystals. Recrystallization from ethyl acetate-methanol afforded colorless crystals (0.15 g, 69%), m.p. 174-175° C.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. extractionthe residue was extracted with water and ethyl acetate
  3. customto give crystals
  4. customRecrystallization from ethyl acetate-methanol afforded colorless crystals (0.15 g, 69%), m.p. 174-175° C.

Sources & evidence

ORD record
ord-fd0a5bc3f4ed488391a4dc3d6d6daf13
Source dataset
uspto-grants-2001_05
Patent number
US06232334B1

Reaction notes

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