Tetrahydrofuran → 5-[4-(5-Chloro-2-hydroxy-phenyl)-oxazol-2-yl]-pentanoic acid disodium salt

HRID 1616630Notes

Reaction equation

HRID 1616630 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:20])=[C:6]([C:8]2[N:9]=[C:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])[O:11][CH:12]=2)[CH:7]=1.C1COCC1.[OH-].[Na+:27]>CO>[Na+:27].[Na+:27].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:20])=[C:6]([C:8]2[N:9]=[C:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O-:19])=[O:18])[O:11][CH:12]=2)[CH:7]=1.[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:20])=[C:6]([C:8]2[N:9]=[C:10]([CH2:13][CH2:14][CH2:15][CH2:16][C:17]([O-:19])=[O:18])[O:11][CH:12]=2)[CH:7]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 684898155-[4-(5-Chloro-2-hydroxy-phenyl)-oxazol-2-yl]-pentanoic acid

Product 1

HCID 684933735-[4-(5-Chloro-2-hydroxy-phenyl)-oxazol-2-yl]-pentanoic acid disodium salt

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Combine 5-[4-(5-Chloro-2-hydroxy-phenyl)-oxazol-2-yl]-pentanoic acid (2.71 g, 9.2 mmol) with THF (10 mL), MeOH (10 mL) and 1N NaOH (18.4 mL) and stir at RT for 2 h. Concentrate the mixture and dry the residue overnight in vacuo at 40-50° C. to allow for recovery of 5-[4-(5-Chloro-2-hydroxy-phenyl)-oxazol-2-yl]-pentanoic acid disodium salt (3.0 g, 96%). MS (ES): (M+1)+ 296.1, 298.1 m/z.

Workup

  1. concentrationConcentrate the mixture
  2. customdry the residue overnight in vacuo at 40-50° C.

Sources & evidence

ORD record
ord-7c49801643974a5cbd585ab5fb113aeb
Source dataset
uspto-grants-2014_07
Patent number
US08765796B2

Reaction notes

Loading…