Lithium Hydroxide → HCID 66924480, compound

HRID 887102Notes

Reaction equation

HRID 887102 reaction equation
[N:1]1[N:2]=[N:3][N:4]2[CH:8]([C:9]([O:11]C)=[O:10])[CH2:7][CH2:6][C:5]=12.[Li+].[OH-]>C1COCC1.O.CO>[N:1]1[N:2]=[N:3][N:4]2[CH:8]([C:9]([OH:11])=[O:10])[CH2:7][CH2:6][C:5]=12

Participants

4

Reactant 2

HCID 3939Lithium HydroxideHCID 57907640HCID 57907640, compound

Product 1

HCID 66924480HCID 66924480, compound

Reagents, catalysts & solvents 1

HCID 21892291Methanol tetrahydrofuran waterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of methyl 6,7-dihydro-5H-pyrrolo[1,2-d]tetrazole-5-carboxylate (300 mg, 1.78 mmol) in THF/water/MeOH was added LiOH (214 mg, 8.92 mmol) and the resulting solution was heated via oil bath to 60° C. for 16 h. (Round bottom was equipped with a condenser.) The solution was cooled to room temperature and concentrated to remove organic solvents. The aqueous layer was then acidified to pH of ˜5 using 2N HCl. The mixture was concentrated to dryness under vacuum, azeotroping with toluene (2×20 mL) to make sure all water was removed. The material was used without further purification with Lithium chloride as a by-product. LC-MS: m/z (ES)=155 (MH)+.

Workup

  1. custom(Round bottom was equipped with a condenser.) The solution
  2. temperaturewas cooled to room temperature
  3. concentrationconcentrated
  4. customto remove organic solvents
  5. concentrationThe mixture was concentrated to dryness under vacuum
  6. customazeotroping with toluene (2×20 mL)
  7. customwas removed
  8. customThe material was used without further purification with Lithium chloride as a by-product

Sources & evidence

ORD record
ord-ef6798928ab943e5b3d6155e6068d8b7
Source dataset
uspto-grants-2012_08
Patent number
US08247415B2

Reaction notes

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