Water → HCID 59478108, compound

HRID 570826Notes

Reaction equation

HRID 570826 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([C:12]1[C:13]([O:26][CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[N:14][N:15]([CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:16]=1)=O)C.O>O1CCCC1>[CH2:27]([O:26][C:13]1[C:12]([CH2:10][OH:9])=[CH:16][N:15]([CH2:17][O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[N:14]=1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Participants

5

Reactant 3

HCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 59477687HCID 59477687, compound

Product 1

HCID 59478108HCID 59478108, compoundYield 99.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a suspension of lithium aluminum hydride (0.13 g) in tetrahydrofuran (5 mL) was added 3-benzyloxy-1-benzyloxymethyl-1H-pyrazole-4-carboxylic acid ethyl ester (0.65 g) at room temperature, and this mixture was stirred at same temperature for 3 hours. To this reaction mixture was added water, and the insoluble material was removed by filtration. This filtrate was dried over anhydrous magnesium sulfate, and this solvent was removed under reduced pressure to give the title compound (0.57 g).

Workup

  1. customthe insoluble material was removed by filtration
  2. dry with materialThis filtrate was dried over anhydrous magnesium sulfate
  3. customthis solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-89e450016dfe46f282443c7049859c44
Source dataset
uspto-grants-2015_05
Patent number
US09023882B2

Reaction notes

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