Water → HCID 19089101, compound

HRID 1463987Notes

Reaction equation

HRID 1463987 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:9][C:10]([CH2:12][N:13]1[C:20]2[N:16]([N:17]=[CH:18][CH:19]=2)[CH:15]=[CH:14]1)=O)C.[F-].[Na+].O>O1CCCC1>[OH:9][CH2:10][CH2:12][N:13]1[C:20]2[N:16]([N:17]=[CH:18][CH:19]=2)[CH:15]=[CH:14]1

Participants

6

Reactant 4

HCID 962WaterHCID 5235Sodium FluorideHCID 19089097HCID 19089097, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19089101HCID 19089101, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a suspension of lithium aluminum hydride (1.57 g) in tetrahydrofuran (80 ml) was dropwise added a solution of 1-ethoxycarbonylmethyl-1H-imidazo[1,2-b]pyrazole (8 g) in tetrahydrofuran (40 ml) at 50° C. The mixture was refluxed for 1 hour. The reaction mixture was cooled under ice-bath. To a cooled mixture was added sodium fluoride (6.95 g) and then water (2.23 ml) was added thereto under ice-cooling. The insoluble material was filtered off and the filtrate was evaporated to give the crystals. The crystals were washed with isopropyl ether and dried to give 1-(2-hydroxyethyl)-1H-imidazo[1,2-b]-pyrazole (4.82 g).

Workup

  1. temperatureThe mixture was refluxed for 1 hour
  2. temperatureThe reaction mixture was cooled under ice-bath
  3. temperatureunder ice-cooling
  4. filtrationThe insoluble material was filtered off
  5. customthe filtrate was evaporated
  6. customto give the crystals
  7. washThe crystals were washed with isopropyl ether
  8. customdried

Sources & evidence

ORD record
ord-1d8e64b8f22a492abc16fe10f719be82
Source dataset
uspto-grants-1994_04
Patent number
US05302712

Reaction notes

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