Lithium hydroxide, monohydrate → HCID 67517159, compound

HRID 2173407Notes

Reaction equation

HRID 2173407 reaction equation
[I:1][C:2]1[CH:3]=[C:4]([CH2:13][C:14]([O:16]C)=[O:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[N:11][N:10]=[N:9]1.O[Li].O>C1COCC1.CO.O>[I:1][C:2]1[CH:3]=[C:4]([CH2:13][C:14]([OH:16])=[O:15])[CH:5]=[CH:6][C:7]=1[N:8]1[CH:12]=[N:11][N:10]=[N:9]1

Participants

4

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 86693029Benzeneacetic acid, 3-iodo-4-(1H-tetrazol-1-yl)-, methyl ester

Product 1

HCID 67517159HCID 67517159, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Procedure

A solution of methyl [3-iodo-4-(1H-tetrazol-1-yl)phenyl]acetate (1 g, 2.9 mmol) in a co-solution 50 mL of THF/methanol/water (2:2:1) was added added LiOH.H2O (0.6 g, 14.5 mmol), and the mixture was stirred at ambient temperature over night. Concentrated and the residue was dissolved in water and then adjusted pH=3 with 2N HCl. Extracted with DCM, and orgianc layers were washed with water, brine and dried over anhydrous sodium sulfate, concentrated to get crude product [3-iodo-4-(1H-tetrazol-1-yl)phenyl]acetic acid, which was used for the next step without purification.

Workup

  1. concentrationConcentrated
  2. dissolutionthe residue was dissolved in water
  3. extractionExtracted with DCM, and orgianc layers
  4. washwere washed with water, brine
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-7af2d054182a457f83cfbf785c230fdf
Source dataset
uspto-grants-2015_06
Patent number
US09056859B2

Reaction notes

Loading…